ChemicalBook > CAS DataBase List > (+)-Dipentene

(+)-Dipentene

Product Name
(+)-Dipentene
CAS No.
5989-27-5
Chemical Name
(+)-Dipentene
Synonyms
(R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene;D-Dipentene;citrene;imonene;d-limoneno;kautschiin;(gamma)-Carvene;(R)-1-methyl-4-(1-methylethenyl)cyclohexene;LEMOSOL;llmonene
CBNumber
CB9853935
Molecular Formula
C10H16
Formula Weight
136.23
MOL File
5989-27-5.mol
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(+)-Dipentene Property

Melting point:
-75--73°C
Boiling point:
176-177 °C(lit.)
alpha 
112o (10% IN ETHANOL)
Density 
0.842 g/mL at 20 °C(lit.)
vapor density 
4.7 (vs air)
vapor pressure 
1 mm Hg ( 20 °C)
refractive index 
n20/D 1.473(lit.)
FEMA 
2633 | D-LIMONENE
Flash point:
119 °F
storage temp. 
Store below +30°C.
solubility 
water: insoluble
Specific Gravity
0.842 (20/4℃)
color 
Colorless to Almost colorless
Odor
at 100.00 %. citrus orange fresh sweet
Odor Type
citrus
explosive limit
0.7-6.1%(V)
optical activity
[α]20/D +120°, neat
Water Solubility 
Miscible with alcohol,chloroform,ether and carbondisulfide.Immiscible with water.
Merck 
14,5493
JECFA Number
1326
BRN 
2204754
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents.
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)
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Safety

Hazard Codes 
Xi,N,Xn
Risk Statements 
10-38-43-50/53-65
Safety Statements 
24-37-60-61
RIDADR 
UN 2052 3/PG 3
WGK Germany 
2
RTECS 
GW6360000
8-10-23
Autoignition Temperature
255 °C
TSCA 
Yes
HS Code 
2902 19 00
HazardClass 
3
PackingGroup 
III
Hazardous Substances Data
5989-27-5(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 2000 mg/kg LD50 dermal Rabbit > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H317May cause an allergic skin reaction

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P331Do NOT induce vomiting.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W263303
Product name
(R)-(+)-Limonene
Purity
≥93%
Packaging
1KG
Price
$76.5
Updated
2024/03/01
Sigma-Aldrich
Product number
W263303
Product name
(R)-(+)-Limonene
Purity
≥93%
Packaging
20KG
Price
$559
Updated
2024/03/01
Sigma-Aldrich
Product number
CRM40422
Product name
(R)-(+)-Limonene solution
Purity
certified reference material, 2000?μg/mL in methanol, ampule of 1?mL
Packaging
1mL
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18407
Product name
(R)-(+)-Limonene
Purity
forsynthesis
Packaging
100mL
Price
$36.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18407
Product name
(R)-(+)-Limonene
Purity
forsynthesis
Packaging
500mL
Price
$82.5
Updated
2024/03/01
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(+)-Dipentene Chemical Properties,Usage,Production

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.

Description

(+)-Limonene is a monoterpene that has been found in citrus oils and Cannabis and has diverse biological activities, including anticancer, antimicrobial, antioxidant, anti-inflammatory, and chemoprotective properties. It inhibits the growth of bacteria including S. aureus, B. cereus, E. faecalis, E. coli, P. aeruginosa, K. pneumoniae, M. catarrhalis, and C. neoformans with MIC values ranging from 3 to 27 mg/ml. In a human BGC-823 gastric cancer nude mouse orthotopic transplantation model, (+)-limonene inhibits tumor growth by 47.6% compared to controls and reduces the number of metastases in the liver, peritoneum, and other organs when administered by gastric perfusion at a dose of 15 ml/kg of a 1% emulsion. Dietary administration of (+)-limonene (5 and 10% in chow) reverses doxorubicin-induced decreases in glutathione (GSH) levels in rat kidney. Formulations containing (+)-limonene have been used as flavoring and fragrance agents and in the treatment of gallstones, heartburn, and gastroesophageal reflux disorder.

Chemical Properties

d-, l- or dl-Limonene has a pleasant, lemon-like odor free from camphoraceous and turpentine-like notes. Limonene is the most important and widespread terpene; it is known in the d- and l- optically active forms and in the optically inactive dl-form (known as dipentene).

Chemical Properties

colourless liquid

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.

Uses

Reference Standard in the analysis of herbal medicinal products

Uses

(R)-(+)-Limonene has been used to investigate the in vitro and in vivo action of limonene against Leishmania species.

Definition

ChEBI: An optically active form of limonene having (4R)-configuration.

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.

General Description

Clear colorless mobile liquid with a pleasant lemon-like odor.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

(+)-Dipentene is sensitive to exposure to light. Atmospheric oxidation can occur. (+)-Dipentene is incompatible with strong oxidizing agents. (+)-Dipentene reacts violently with (iodine pentafluoride + tetrafluoroethylene). With dry hydrogen chloride or hydrogen bromide, (+)-Dipentene forms monohalides. With aqueous hydrogen chloride or hydrogen bromide, (+)-Dipentene forms the dihalide.

Fire Hazard

(+)-Dipentene is combustible.

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®

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.

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.

(+)-Dipentene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (+)-Dipentene manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
(+)-Dipentene 5989-27-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2022-10-18
Hebei Mojin Biotechnology Co., Ltd
Product
(+)-Dipentene 5989-27-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2023-08-03
Baoji Guokang Bio-Technology Co., Ltd.
Product
(+)-Dipentene 5989-27-5
Price
US $13000.00/T
Min. Order
1T
Purity
98%
Supply Ability
10-100mt
Release date
2021-06-03

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