| Identification | More | [Name]
(+)-Dipentene | [CAS]
5989-27-5 | [Synonyms]
LEMOSOL
POLY/CLEAR SOLVENT
(+)-(4R)-Limonene
(+)-1,8-p-menthadiene,(R)-(+)-limonene
(+)-4-isopropenyl-1-methylcyclohexene
(+)-limonen
(4R)-(+)-limonene
(gamma)-Carvene
(R)-(+)-1-methyl-4-(1-methylethenyl)cyclohexene
(r)-(+)-p-mentha-8-diene
(R)-1-methyl-4-(1-methylethenyl)cyclohexene
(r)-cyclohexen
(theta)-cyclohexen
1-methyl-4-(1-methylethenyl)-,(R)-Cyclohexene
4-isopropenyl-1-methyl-cyclohexen
4-isopropenyl-1-methylcyclohexene
citrene
Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-
cyclohexene,1-methyl-4-(1-methylethenyl)-,(R)-
Dextro-limonene | [EINECS(EC#)]
227-813-5 | [Molecular Formula]
C10H16 | [MDL Number]
MFCD03457319 | [Molecular Weight]
136.234 | [MOL File]
5989-27-5.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid | [Melting point ]
-75--73°C | [alpha ]
112o (10% IN ETHANOL) | [Boiling point ]
176-177 °C(lit.)
| [density ]
0.842 g/mL at 20 °C(lit.)
| [vapor density ]
4.7 (vs air)
| [vapor pressure ]
1 mm Hg ( 20 °C)
| [FEMA ]
2633 | [refractive index ]
n20/D 1.473(lit.)
| [Fp ]
119 °F
| [storage temp. ]
2-8°C
| [solubility ]
water: insoluble | [form ]
neat | [color ]
Colorless to Almost colorless | [Specific Gravity]
0.842 (20/4℃) | [Odor]
at 100.00 %. citrus orange fresh sweet | [Stability:]
Stable. Flammable. Incompatible with strong oxidizing agents. | [biological source]
synthetic | [explosive limit]
0.7-6.1%(V) | [Odor Type]
citrus | [Optical Rotation]
[α]20/D +120°, neat | [Water Solubility ]
Miscible with alcohol,chloroform,ether and carbondisulfide.Immiscible with water. | [JECFA Number]
1326 | [Merck ]
14,5493 | [BRN ]
2204754 | [Henry's Law Constant]
3.8×10-4 mol/(m3Pa) at 25℃, Schuhfried et al. (2015) | [InChI]
1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1 | [Contact allergens]
d-Limonene is contained in Citrus species such as citrus,
orange, mandarin, and bergamot. d-limonene, used
as a solvent, may be found in cleansing or in degreasing
agents. Its sensitizing potential increases with prolonged
air contact, which induces oxidation and leads
to oxidation products. The presence of d-limonene has
to be mentioned by name in cosmetics of the EU. | [InChIKey]
XMGQYMWWDOXHJM-JTQLQIEISA-N | [SMILES]
CC(=C)[C@@H]1CCC(C)=CC1 | [LogP]
4.38 at 25℃ | [CAS DataBase Reference]
5989-27-5(CAS DataBase Reference) | [IARC]
3 (Vol. 56, 73) 1999 | [EPA Substance Registry System]
D-Limonene (5989-27-5) |
| Hazard Information | Back Directory | [Chemical Properties]
colourless liquid | [Definition]
ChEBI: An optically active form of limonene having (4R)-configuration. | [General Description]
Clear colorless mobile liquid with a pleasant lemon-like odor. | [Reactivity Profile]
D-LIMONENE(5989-27-5) is sensitive to exposure to light. Atmospheric oxidation can occur. This chemical is incompatible with strong oxidizing agents. D-LIMONENE(5989-27-5) reacts violently with (iodine pentafluoride + tetrafluoroethylene). With dry hydrogen chloride or hydrogen bromide, D-LIMONENE(5989-27-5) forms monohalides. With aqueous hydrogen chloride or hydrogen bromide, D-LIMONENE(5989-27-5) forms the dihalide. | [Air & Water Reactions]
Highly flammable. Insoluble in water. | [Fire Hazard]
This chemical is combustible. | [Description]
d-Limonene has a pleasant, lemon-like odors free from campho raceous and turpentine-like. d-Limonene may be obtained by
steam distillation of citrus peels and pulp resulting from the pro duction of juice and cold-pressed oils, or from deterpenation of
citrus oils; it is sometimes redistilled.
The most important and widespread terpene; it is known in the el and I- optically active forms and in the optically inactive dl-form
(known as dipentene); it has been reported found in more than 300
essential oils in amounts ranging from 90 - 95% (lemon, orange,
mandarin) to as low as 1% (palmarosa);1 the most widespread form
is the d-limonene, followed by the racemic form, and then ι-
limonene. | [Occurrence]
It has been reported found in more than 300 essential oils in amounts ranging from 90 to 95% (lemon, orange,
mandarin) to as low as 1% (palmarosa); the most widespread form is the d-limonene, followed by the racemic form and then l-limo nene. Also reported found in ginger, nutmeg, pepper, mace, hop oil, coriander seed, calamus, dill herb, caraway seed and rosemary. | [Uses]
Chiral building block. Biodegradable solvent. Limonene is used as a solvent for filament-fused 3D printing, in cosmetic products, as a fragrance and as a biofuel. It is useful to promote weight loss, prevent cancer, treat cancer and treat bronchitis. It also finds use in foods, beverages, chewing gum, as a flavoring agent and a shrinking agent to dissolve polystyrene. It acts as a chiral intermediate for natural product synthesis. | [Preparation]
d-Limonene may be obtained by steam distillation of citrus peels and pulp resulting from the production of juice and cold pressed oils, or from deterpenation of citrus oils; it is sometimes redistilled. | [Aroma threshold values]
Detection: 4 to 229 ppb | [Taste threshold values]
Taste characteristics at 30 ppm: sweet, orange, citrus and terpy. | [Agricultural Uses]
Insecticide, Animal and insect repellant, Slimicide: Used as an insecticide, insect repellent, and animal
repellent. Not listed for use in EU countries. Registered
for use in the U.S., Canada and other countries. There are
49 global suppliers. | [Trade name]
BUGAWAY®[C]; BUGCHASER®[C];
CARVENE®; DOO-NOT®; HOLIDAY FIRE ANT
KILLER® | [Biochem/physiol Actions]
Limonene is a cyclie terpene from Chinese medicinal herb essential oils used in the synthesis of carvone. Limonene may be used as a shrinking agent to dissolve polystyrene. Limonene may be used in various insecticidal and insect repellant applications. | [Toxics Screening Level]
The initial threshold screening level (ITSL) for d-limonene is 6,250 μg/m3 (annual averaging
time) based on the Michigan Department of Environmental Quality (MDEQ), Air Quality Division
(AQD) Rule 336.1229 (2) (b) and 336.1232 (1) (a). | [References]
[1] S. F. VAN VUUREN A. M V. Antimicrobial activity of limonene enantiomers and 1,8-cineole alone and in combination[J]. Flavour and Fragrance Journal, 2007, 22 6: 540-544. DOI: 10.1002/ffj.1843
[2] SUN J. D-Limonene: safety and clinical applications.[J]. Alternative Medicine Review, 2007, 12 3: 259-264.
[3] MUNEEB U REHMAN. D-limonene suppresses doxorubicin-induced oxidative stress and inflammation via repression of COX-2, iNOS, and NFκB in kidneys of Wistar rats.[J]. Experimental Biology and Medicine, 2014, 239 4: 465-476. DOI: 10.1177/1535370213520112
[4] Y. QIU. Delivery of RNAi Therapeutics to the Airways—From Bench to Bedside[J]. Molecules, 2016, 521 1. DOI: 10.3390/molecules21091249
[5] XIAO-GUANG LU. Inhibition of growth and metastasis of human gastric cancer implanted in nude mice by d-limonene.[J]. World Journal of Gastroenterology, 2004, 10 14: 2140-2144. DOI: 10.3748/wjg.v10.i14.2140
[6] L. KARR J C. Insecticidal properties of d-limonene[J]. Journal of Pesticide Science, 1988, 13 1: 287-290. DOI: 10.1584/jpestics.13.287 |
| Safety Data | Back Directory | [Symbol(GHS) ]
   
GHS02,GHS07,GHS08,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H226-H304-H315-H317-H410 | [Precautionary statements ]
P210-P273-P280-P301+P310-P303+P361+P353-P331 | [Hazard Codes ]
Xi,N | [Risk Statements ]
R10:Flammable.
R38:Irritating to the skin.
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S24:Avoid contact with skin .
S37:Wear suitable gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2052 3/PG 3
| [WGK Germany ]
2
| [RTECS ]
GW6360000
| [F ]
8-10-23 | [Autoignition Temperature]
255 °C | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29038900 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1
Asp. Tox. 1
Flam. Liq. 3
Skin Irrit. 2
Skin Sens. 1 | [Hazardous Substances Data]
5989-27-5(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Neroli oil-->Eucalyptus Citriodara Oil | [Preparation Products]
p-Cymene-->L(-)-Carvone-->(+)-Dihydrocarvone-->(-)-CARVEOL-->2,6-Dimethyl-2,4,6-octatriene-->2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, (5R)--->(1R-trans) 1-Methyl-4-(1-methylethenyl)-2-cyclohexene-1-ol-->(+)-Limonene oxide 97% mixture of cis&-->(1S,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-enol-->2-(4-methylidenecyclohexyl)prop-2-en-1-ol-->1-methylene-4-(1-methylvinyl)cyclohexane-->6,8-Nonadien-2-one, 8-methyl-5-(1-methylethyl)-, (5S,6E)--->2,6,6-Trimethyl-2,4-cycloheptadien-1-one-->1-Methyl-4-(2-methyloxiranyl)-7-oxabicyclo[4.1.0]heptane |
|
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
jiliang chemicals
|
| Telephone: |
21-62165282 |
| Website: |
http://www.jiliangchem.com |
| Company Name: |
Maya High Purity Chemicals
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| Telephone: |
+86 (573) 82222445 (0)18006601000 452520369 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15221/0_EN.htm |
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