1-9 A-D E-G H-M N-P Q-S T-Z

D-LIMONENE (D-LİMONEN)

D-LIMONENE CAS No: 5989-27-5
D-Limonene Eş anlamlıları: D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen.

En yoğun olarak limon kabuğunda olmak üzere, turunçgillerin kabuğundan elde edilen ve bu bitkilere kokusunu veren terpen grubu bileşiklere d-limonenler denir. Akdeniz diyeti ile beslenen kişilerde daha az kanser ve kalp-damar hastalıkları görülmesinin nedenlerinden birinin yoğun turunçgil tüketimi olduğu düşünülmüştür.
Bununla birlikte D-limonenin kanseri önlediği ya da tedavi ettiği görülmemiştir.
Laboratuvar çalışmalarında anti-inflamatuvar, yara iyileştirici ve tümör küçültücü etkileri gösterilmiştir. Yine laboratuvar çalışmalarında D- limonenin, kanser hücrelerindeki büyüme sinyal yollarını etkilediği ve hücreleri programlı ölüme ( apoptoz ) götürebileceği gösterildi. Hayvanlar üzerinde yapılan çalışmalarda, D-limonen pankreas, mide, kolon, cilt ve akciğer kanserlerinin büyümesini yavaşlatmıştır. Ayrıca kansere neden olan maddelere maruz kalan hayvanlardaki tümör oluşumunu ve ilerlemelerini yavaşlatmıştır. Fakat, bu anti-kanser etkileri insanlarda görülmemiştir.
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Kanseri önlemek ve tedavi etmek için
Laboratuvar çalışmalarında d-limonenin, dosetaksel adlı kemoterapi ilacının prostat kanseri hücrelerine karşı etkinliğini artırdığı gösterilmiştir. Toplum araştırmasına yönelik ( epidemiyolojik ) bir çalışma, turunçgil kabuğu tüketimi ile cildin yassı ( skuamöz ) hücreli karseri arasında ters bir ilişki olduğunu bildirmiştir. Ancak bu sonuçlar klinik araştırmalarla desteklenememiştir. D-limonenin kanserin önlenmesinde veya tedavisinde rolü olup olmadığını bulmak için için daha fazla araştırmaya ihtiyaç duyulmaktadır.
Mide ekşimesi ve reflüyü tedavi etmek için
Özellikle mide reflüsü için yoğun denenmekle birlikte bu kullanımı destekleyecek kanıtlar sınırlıdır, hatta d-limonenin kendisi sıklıkla mide şikayetlerine neden olmaktadır. Bu alanda daha fazla çalışmaya ihtiyaç duyulmaktadır.
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)
D-limonenin yan etkileri
- Mide bulantısı
- Kusma
- İshal
- Alerjik cilt döküntüsü
- Astımı tetikleme
Limonen renksiz bir sıvı olan alifatik hidrokarbon siklik olarak sınıflandırılan monoterpen ve ana bileşen olduğu bir yağ ve narenciye kabukları . D - izomeri , daha yaygın olarak portakal parfüm olarak doğada bulunan, gıda üretiminde bir aroma maddesidir. Ayrıca kimyasal sentezde kullanılan ön için karvon ve yenilenebilir-bazlı çözücü içinde temizlik ürünleri . Daha az yaygın olan L -izomer , nane yağlarında bulunur ve pimsi , terebentin benzeri bir kokuya sahiptir. Bileşik, kozalaklı reçinede , özellikle Pinaceae'de ve portakal yağında bulunan başlıca uçucu monoterpenlerden biridir .
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Limonene, adını Fransız limonundan (" limon ") alır. Limonen, şiral bir moleküldür ve biyolojik kaynaklar bir enantiyomer üretir : ana endüstriyel kaynak olan turunçgil meyvesi , ( R ) - enantiyomer olan D -limonen ((+) - limonen) içerir . Rasemik limonen, dipenten olarak bilinir. D- Limon, ticari olarak turunçgillerden iki ana yöntemle elde edilir: santrifüjlü ayırma veya buharla damıtma .
Kimyasal reaksiyonlar
Limonen nispeten stabil bir mono terpen yüksek sıcaklıklarda bu da, ve ayrışma olmadan distile edilebilir çatlak oluşturmak üzere izopren . Karveol , karvon ve limonen oksit üretmek için nemli havada kolayca oksitlenir . Kükürt ile p - simene dehidrojenasyona uğrar .
Limonen yaygın olarak D - veya ( R ) - enantiyomer olarak ortaya çıkar , ancak 300 ° C'de dipentene rasemizlenir . Mineral asit ile ısıtıldığında limonen izomerize, konjuge dien a- terpinene (ayrıca kolaylıkla p- simene dönüştürülebilir ) dönüşür . Bu izomerizasyonun kanıtı, α-terpinen eklentileri ve maleik anhidrit arasında Diels-Alder eklentilerinin oluşumunu içerir .
Çift bağlardan birinde seçici olarak reaksiyon gerçekleştirmek mümkündür. Susuz hidrojen klorür tercihen iki ikameli alkenle reaksiyona girerken , mCPBA ile epoksidasyon üç ikameli alkende gerçekleşir.
Başka bir sentetik yöntemde , trifloroasetik asidin Markovnikov ilavesi ve ardından asetatın hidrolizi , terpineol verir .
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Biyosentez
Doğada limonen, gösterildiği gibi bir neril karbokatyon veya eşdeğerinin siklizasyonu yoluyla geranil pirofosfattan oluşturulur . Son adım, alken oluşturmak için katyondan bir proton kaybını içerir .
Limonenin en yaygın olarak uygulanan dönüşümü carvone'dur . Üç aşamalı reaksiyon , üç ikameli çift bağ üzerinden bölge seçici nitrosil klorür ilavesiyle başlar . Bu tür daha sonra bir baz ile oksim'e dönüştürülür ve hidroksilamin , keton içeren karvonu vermek için çıkarılır .
Bitkilerde
D- Limonen, çok sayıda iğne yapraklı ve geniş yapraklı ağacın aromatik kokularının ve reçinelerinin önemli bir bileşenidir : kırmızı ve gümüş akçaağaç ( Acer rubrum , Acer saccharinum ), pamuk ağaçları ( Populus angustifolia ), titrek kavak ( Populus grandidentata , Populus tremuloides ) sumak ( Rhus glabra ), ladin ( Picea spp. ), çeşitli çamlar (örneğin, Pinus echinata , Pinus ponderosa ), Douglas göknarı ( Pseudotsuga menziesii ), karaçam ( Larix spp. ), gerçek köknar ( Abies spp.), baldıran otu ( Tsuga spp. ), kenevir ( Cannabis sativa spp. ), [9] sedirler ( Cedrus spp. ), çeşitli Cupressaceae ve ardıç çalıları ( Juniperus spp.). Portakal kabuğu , portakal suyu ve diğer turunçgillerin karakteristik kokusuna katkıda bulunur . Narenciye kabuğu atığından değerli bileşenlerin geri kazanımını optimize etmek için, d-limonen tipik olarak uzaklaştırılır.
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Güvenlik ve araştırma
D- Cilde uygulanan Limonen, kontakt dermatit nedeniyle tahrişe neden olabilir , ancak bunun dışında insanlarda kullanım için güvenli görünmektedir. Limonen sıvı veya buhar olarak yanıcıdır ve sudaki yaşam için toksiktir kullanır.
Limonen, bir diyet takviyesi olarak ve kozmetik ürünler için bir koku bileşeni olarak yaygındır .Turunçgil kabuklarının ana kokusu olan D- limonen, gıda üretiminde ve alkaloidlerin acı tadı maskelemek için aroma gibi bazı ilaçlarda ve parfümeri , tıraş losyonları, banyo ürünleri ve diğerlerinde bir koku olarak kullanılır. kişisel bakım ürünleri. D- Limonen ayrıca botanik bir böcek ilacı olarak kullanılır .D- Limon, organik herbisit "Avenger" da kullanılır. El temizleyicileri gibi temizlik ürünlerine limon veya portakal kokusu vermek (bkz. Portakal yağı ) ve yağları çözme özelliği nedeniyle eklenir . Bunun aksine, L -limonene bir sahiptir Çam , terebentin benzeri koku.
Limonen, yenilenebilir bir kaynaktan ( portakal suyu üretiminin bir yan ürünü olarak narenciye esansiyel yağı) üretildiği için, yapışkan sökücü veya makine parçalarından yağın çıkarılması gibi temizlik amaçlı bir çözücü olarak kullanılır . Boya sökücü olarak kullanılır ve aynı zamanda terebentine güzel kokulu bir alternatif olarak da yararlıdır . Limonen ayrıca bazı model uçak yapıştırıcılarında çözücü olarak ve bazı boyalarda bileşen olarak kullanılmaktadır. Limonen içeren, hava itici gazlı ticari oda spreyleri, filatelistler tarafından zarf kağıdından kendinden yapışkanlı posta pullarını çıkarmak için kullanılır .
Limonen ayrıca , erimiş filament üretim tabanlı 3D baskı için bir çözücü olarak kullanılır . yazıcılar modeli için tercih edilen plastik baskı, ancak dik destekler ve bağlayıcı maddeler arasından HIPS , bir polistiren limonen kolayca çözünür olan plastik. Yanıcı olduğu için limonen de bir biyoyakıt olarak kabul edilmiştir .
Dokuları histoloji veya histopatoloji için hazırlarken , D- limonen genellikle susuz örnekler temizlenirken ksilen yerine daha az toksik bir ikame olarak kullanılır . Temizleme maddeleri, alkollerle ( etanol veya izopropanol gibi ) ve mikroskopi için ince kesitlerin kesilmesini kolaylaştırmak için içine numunelerin gömülü olduğu erimiş parafin mumu ile karışabilen sıvılardır .
D-Limonen (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

D-limonene synonyms: D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen.
Limonene is a colorless liquid aliphatic hydrocarbon classified as a cyclic monoterpene, and is the major component in the oil of citrus fruit peels.[1] The D-isomer, occurring more commonly in nature as the fragrance of oranges, is a flavoring agent in food manufacturing.[1][2] It is also used in chemical synthesis as a precursor to carvone and as a renewables-based solvent in cleaning products.[1] The less common L-isomer is found in mint oils and has a piny, turpentine-like odor.[1] The compound is one of the main volatile monoterpenes found in the resin of conifers, particularly in the Pinaceae, and of orange oil.
Chemical formula C10H16
Molar mass 136.238 g·mol-1
Appearance colorless to pale-yellow liquid
Odor Orange
Density 0.8411 g/cm3
Melting point -74.35 °C (-101.83 °F; 198.80 K)
Boiling point 176 °C (349 °F; 449 K)
Solubility in water Insoluble
Solubility Miscible with benzene, chloroform, ether, CS2, and oils
soluble in CCl4
Chiral rotation ([α]D) 87-102°
Refractive index (nD) 1.4727
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Limonene takes its name from French limon ("lemon"). Limonene is a chiral molecule, and biological sources produce one enantiomer: the principal industrial source, citrus fruit, contains D-limonene ((+)-limonene), which is the (R)-enantiomer. Racemic limonene is known as dipentene. D-Limonene is obtained commercially from citrus fruits through two primary methods: centrifugal separation or steam distillation.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Alternate Names:(+)-Dipentene; (R)-(+)-Limonene
Application:D-Limonene is which activates UGT and hepatic GST
CAS Number:5989-27-5
Purity:≥96%
Molecular Weight:136.23
Molecular Formula:C10H16
Supplemental Information:This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Chemical reactions
Limonene is a relatively stable monoterpene and can be distilled without decomposition, although at elevated temperatures it cracks to form isoprene.[5] It oxidizes easily in moist air to produce carveol, carvone, and limonene oxide. With sulfur, it undergoes dehydrogenation to p-cymene.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Limonene occurs commonly as the D- or (R)-enantiomer, but racemizes to dipentene at 300 °C. When warmed with mineral acid, limonene isomerizes to the conjugated diene α-terpinene (which can also easily be converted to p-cymene). Evidence for this isomerization includes the formation of Diels-Alder adducts between α-terpinene adducts and maleic anhydride.

It is possible to effect reaction at one of the double bonds selectively. Anhydrous hydrogen chloride reacts preferentially at the disubstituted alkene, whereas epoxidation with mCPBA occurs at the trisubstituted alkene.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

In another synthetic method Markovnikov addition of trifluoroacetic acid followed by hydrolysis of the acetate gives terpineol.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Biosynthesis
In nature, limonene is formed from geranyl pyrophosphate, via cyclization of a neryl carbocation or its equivalent as shown. The final step involves loss of a proton from the cation to form the alkene.
The most widely practiced conversion of limonene is to carvone. The three-step reaction begins with the regioselective addition of nitrosyl chloride across the trisubstituted double bond. This species is then converted to the oxime with a base, and the hydroxylamine is removed to give the ketone-containing carvone.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

In plants
D-Limonene is a major component of the aromatic scents and resins characteristic of numerous coniferous and broadleaved trees: red and silver maple (Acer rubrum, Acer saccharinum), cottonwoods (Populus angustifolia), aspens (Populus grandidentata, Populus tremuloides) sumac (Rhus glabra), spruce (Picea spp.), various pines (e.g., Pinus echinata, Pinus ponderosa), Douglas fir (Pseudotsuga menziesii), larches (Larix spp.), true firs (Abies spp.), hemlocks (Tsuga spp.), cannabis (Cannabis sativa spp.),[9] cedars (Cedrus spp.), various Cupressaceae, and juniper bush (Juniperus spp.). It contributes to the characteristic odor of orange peel, orange juice and other citrus fruits. To optimize recovery of valued components from citrus peel waste, d-limonene is typically removed.
Safety and research
D-Limonene applied to skin may cause irritation from contact dermatitis, but otherwise appears to be safe for human uses. Limonene is flammable as a liquid or vapor and it is toxic to aquatic life.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Uses
Limonene is common as a dietary supplement and as a fragrance ingredient for cosmetics products. As the main fragrance of citrus peels, D-limonene is used in food manufacturing and some medicines, such as a flavoring to mask the bitter taste of alkaloids, and as a fragrance in perfumery, aftershave lotions, bath products, and other personal care products. D-Limonene is also used as a botanical insecticide. D-Limonene is used in the organic herbicide "Avenger". It is added to cleaning products, such as hand cleansers to give a lemon or orange fragrance (see orange oil) and for its ability to dissolve oils. In contrast, L-limonene has a piny, turpentine-like odor.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Limonene is used as a solvent for cleaning purposes, such as adhesive remover, or the removal of oil from machine parts, as it is produced from a renewable source (citrus essential oil, as a byproduct of orange juice manufacture). It is used as a paint stripper and is also useful as a fragrant alternative to turpentine. Limonene is also used as a solvent in some model airplane glues and as a constituent in some paints. Commercial air fresheners, with air propellants, containing limonene are used by philatelists to remove self-adhesive postage stamps from envelope paper.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Limonene is also used as a solvent for fused filament fabrication based 3D printing. Printers can print the plastic of choice for the model, but erect supports and binders from HIPS, a polystyrene plastic that is easily soluble in limonene. As it is combustible, limonene has also been considered as a biofuel.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

In preparing tissues for histology or histopathology, D-limonene is often used as a less toxic substitute for xylene when clearing dehydrated specimens. Clearing agents are liquids miscible with alcohols (such as ethanol or isopropanol) and with melted paraffin wax, in which specimens are embedded to facilitate cutting of thin sections for microscopy.
D-limonene is a compound sourced from the peel of citrus fruits, including include oranges, mandarins, limes, and grapefruit. It takes its name from the lemon and is often used as a flavoring agent in foods. D-limonene differs from a less common type of limonene known as L-limonene, which is found in mint oil.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Sold as a dietary supplement, D-limonene is said to offer a variety of health benefits, in part because of its ability to dissolve fats, including cholesterol. Proponents believe that D-limonene can not only aid in weight loss but treat or prevent certain diseases, including cancer.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Health Benefits
Alternative practitioners have long touted the benefits of D-limonene, claiming that it not only burns fat but reduces inflammation and kills disease-causing germs. Many of these beliefs are culled from its use in industry, where D-limonene is commonly used to make hand sanitizers, perfumes, botanical pesticides, and chemical solvents.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)
Among some of the conditions that D-limonene is believed to prevent or treat are:
Bronchitis
Cancer
Diabetes
Gallstones
Gastroesophageal reflux disease (GERD)
Heartburn
High cholesterol
Inflammatory bowel disease (IBD)
Metabolic syndrome
Obesity
Peptic ulcers
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Citrus essential oils rich in D-limonene are also used in aromatherapy to relieve stress.
To date, there is little solid evidence that D-limonene can treat any medical condition. With that said, a number of preliminary studies have hinted at benefits that may warrant further investigation.

Weight Loss
There is some evidence that D-limonene can promote weight loss by lowering blood sugar and lipids associated with metabolic syndrome. A 2013 study in the European Journal of Pharmacology reported that obese mice fed a high-diet diet supplemented with D-limonene experienced decreases in blood glucose, total cholesterol, and "bad" LDL cholesterol as well as increases in "good" HDL cholesterol.

These findings suggest that D-limonene may be useful in preventing or treating metabolic syndrome, although it is unclear what dose would be needed to achieve such benefit in humans. Further research is needed.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Peptic Ulcers
D-limonene may help reduce the risk of peptic ulcers and other inflammatory gastrointestinal diseases, suggests a 2009 study published in the Chemico-Biological Interactions. According to the researchers, high concentrations of D-limonene in the essential oil of bitter orange (C. aurantium) served to protect the lining of the stomach of lab rats fed high-doses of alcohol and nonsteroidal anti-inflammatory drugs (NSAIDs).

Contrary to popular belief, it did so not by suppressing stomach acid but by increasing the production of gastric mucus.

Despite the positive findings, it is unclear if D-limonene did so on its own or if some other component in the essential oil contributed. Further research is needed.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Treating Peptic Ulcers With Diet
Cancer
Alternative practitioners have long touted the anticancer properties of D-limonene. The effect of is attributed to a substance known as perillic acid, which is released into the bloodstream when D-limonene is broken down by the body.

A number of test-tube studies have reported that D-limonene applied to cancer cells can trigger apoptosis (programmed cell death). This is considered significant given that apoptosis-a naturally occurring event that allows old cells to be replaced by new cells-does not occur with cancer cells. This effect was seen in recent studies involving colon cancer,1 skin cancer,2 and other common malignancies.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

It remains unclear whether taking D-limonene by mouth might render the same benefit. A 2013 study in Cancer Prevention Research aimed to evaluate this effect by providing 43 women with breast cancer with 2 grams of D-limonene daily for two to six weeks.

At the end of the study period, a biopsy of breast tissue showed high concentrations of D-limonene but little of the perillic acid needed to arrest cancer growth. Further research is needed to determine whether higher doses or longer treatment may help improve these results.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Can Green Tea Prevent Colon Cancer?
Possible Side Effects
Widely used as a food flavoring, D-limonene is generally considered safe and has been used for up to a year in clinical research without incidence. Common side effects include stomach upset and reflux.

At excessively high doses, D-limonene has been known to hematuria (blood in urine).3

D-limonene may cause irritation if applied to the skin. This includes citrus essential oils that are characteristically high in D-limonene. To reduce irritation, always mix essential oils with a carrier oil (such as avocado oil or sweet almond oil) if you intend to use it for massage purposes.

The safety of D-limonene has not been established in children, pregnant women, or nursing mother. As a precaution, always speak with your doctor before using D-limonene or any other supplement if you are pregnant or breastfeeding. As the benefits of D-limonene in children is unknown, it is best to play it safe and avoid the supplement altogether.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)

Interactions
D-limonene is broken down by many of the same liver enzymes-called cytochrome P450 (CYP450)-that other drugs use for metabolization. Because of this, D-limonene may increase or decrease the concentration of certain drugs as they compete for the same enzyme.
Possible drug-drug interactions include:
Anticoagulants like Coumadin (warfarin)
Anticonvulsants like Tegretol (carbamazepine)
Antifungal drugs like Nizoral (ketoconazole)
Anti-hypertensive medications like Cozaar (losartan)
Antipsychotic drugs like Orap (pimozide)
Atypical antidepressants like nefazodone
Benzodiazepine tranquilizers like Halcion (triazolam)
H2 blockers like Tagamet (cimetidine)
Macrolide antibiotics like clarithromycin and telithromycin
Nonsteroid anti-inflammatory drugs (NSAIDs) like Advil (ibuprofen) and Voltaren (diclofenac)
Proton pump inhibitors like Prilosec (omeprazole)
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)
Many of these interactions can be mitigated by separating the doses by two to four hours. Others may require a dose adjustment or substitution.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)
To avoid interactions, always advise your doctor about any medications you are taking, whether they are prescription, over-the-counter, nutritional, herbal, or recreational.

Dosage and Preparations
D-limonene supplements are most often sold in soft gel capsules and are easily sourced online or in stores specializing in dietary supplements.

While there are no guidelines for the appropriate use of D-limonene, most manufacturers recommend a dose of between 500 milligrams (mg) and 1,000 mg per day, taken with or without food.
D-Limonene (D-Limonene; Portakal kabuğu yağı; Narenciye kabuğu yağı; Sitrin; p-menta-1,8-dien ( bilimsel isim ); D-Limonene; 1-Methyl-4-(1-methylethenyl)cyclohexene; 4-Isopropenyl-1-methylcyclohexene; p-Menth-1,8-diene; Racemic: DL-Limonene; Dipentene; (+)-Limonene; 5989-27-5; (R)-(+)-Limonene; (+)-carvene; (+)-(4R)-Limonene; (4R)-Limonene; D-(+)-Limonene; (R)-Limonene; (R)-p-Mentha-1,8-diene; Citrene; sitren; (+)-p-Mentha-1,8-diene; (R)-4-Isopropenyl-1-methyl-1-cyclohexene; D-Limonen; karvin; karven; siklohekzen; sikloheksen; siklohegsen; Carvene; Glidesafe; Glidsafe; Kautschiin; Refchole; (+)-R-Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-d-p-Mentha-1,8-diene; (D)-Limonene; Limonene, D-(+)-4-Isopropenyl-1-methylcyclohexene (+)-Dipenten; (4R)-4-isopropenyl-1-methylcyclohexene; (R)-(+)-p-Mentha-1,8-diene; Biogenic SE 374; biyojenik; biyojen; (+)-alpha-Limonene; alfa-limonen; d-Limonene (natural); d-Limoneno [Spanish]; D-limonen (doğal); Limonene, (+)-(R)-1-Methyl-4-(1-methylethenyl)cyclohexene; (+)-(R)-Limonene; Hemo-sol; hemosol; (4R)-(+)-LimoneneUNII-GFD7C86Q1W; MFCD00062991, CCRIS 671; r-(+)-limonene; R-limonen; R-limonene; FEMA No. 2633; EC 7; HSDB 4186; D-1,8-p-Menthadiene; NCI-C55572; EINECS 227-813-5; p-Mentha-1,8-diene, (R)-(+)-; GFD7C86Q1W; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; 4betaH-p-mentha-1,8-diene; (+)-1,8-para-Menthadiene; metadien; metadiyen; AI3-15191; CHEBI:15382; 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-; (R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene; (+) Limonene; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-; (4R)-1-methyl-4-isopropenylcyclohex-1-ene; (R)-(+)-4-Isopropenyl-1-methylcyclohexene; metilsikloheksen; metilsiklohegzen; metilsiklohekzen; (4R)-1-methyl-4-(1-methylethenyl)cyclohexene; (+)-Limonene, stabilized with 0.03% tocopherol; Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (theta)-; (+)-Limonene, 96%, unstabilized; d-Limoneno; D-limonene [JAN]; (4R)-4-isopropenyl-1-methyl-cyclohexene; Citrus stripper oil; Terpenes and Terpenoids, limonene fraction; Sulfate turpentine, distilled; distile sülfat terpentin; Dextro-limonene; dekstro-limonen; dextro-limonen; d limonene; citre ne; 65996-98-7; EINECS 266-034-5; D-(+)-Limonen; limonene, (R)-isomer; D-Limonene Reagent Grade; DSSTox_CID_778; (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene; EC 227-813-5; DSSTox_RID_75785; DSSTox_GSID_20778; CHEMBL449062; PARA-MENTHA-1,8-DIENE; DTXSID1020778; (R)-(+)-Limonene, 95%; (R)-(+)-Limonene, 97%; ZINC967513; CS-M3273; KS-000001WP; (R)-(+)-Limonene, >=93%; Tox21_200400; 6458AE; SBB055254; AKOS015899935; CCG-266134; DB08921; LMPR0102090013; LS-1427; NE11118; (R)-(+)-Limonene, analytical standard; NCGC00248591-01; NCGC00257954-01; SC-65387; CAS-5989-27-5; L0047; L0105; C06099; (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohexene; (4R)-1-methyl-4-(1-methylvinyl)cyclohex-1-ene; J-502148; W-105295; Q27888324; (R)-(+)-Limonene, primary pharmaceutical reference standard; UNII-9MC3I34447 component XMGQYMWWDOXHJM-JTQLQIEISA-N; (R)-(+)-Limonene, purum, >=96.0% (sum of enantiomers, GC); (R)-(+)-Limonene, technical, ~90% (sum of enantiomers, GC); d-Limonene;D-LIMONENE;Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-;D-Limonen)
As a rule of thumb, never exceed the dose on the product label. There is no evidence that higher doses confer to improved health benefits.

Most D-limonene soft gels can be stored safely at room temperature. You can also keep them in the refrigerator if there is a risk of heat exposure. Never use a supplement past its expiration date, and dispose of any soft gels that are either leaking, discolored, or misshapen.

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