BETA-CARYOPHYLLENE

Product Name:

BETA-CARYOPHYLLENE

CAS:

87-44-5

MF:

C15H24

MW:

204.35

EINECS:

201-746-1

Product Categories:

Sesqui-Terpenoids;Biochemistry;Terpenes;Terpenes (Others);Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals

Mol File:

87-44-5.mol

Melting point 

<25℃

alpha 

D -8 to -9° (chloroform)

Boiling point 

262-264 °C(lit.)

density 

0.902 g/mL at 20 °C(lit.)

FEMA 

2252 | BETA-CARYOPHYLLENE

refractive index 

n20/D 1.5(lit.)

Fp 

205 °F

storage temp. 

2-8°C

form 

neat

Specific Gravity

0.90

optical activity

[α]23/D 7.5°, neat

JECFA Number

1324

Merck 

14,1875

BRN 

2044564

CAS DataBase Reference

87-44-5(CAS DataBase Reference)

EPA Substance Registry System

Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- (87-44-5)

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

1

RTECS 

DT8400000

HS Code 

29021990

Chemical Properties

Clear colorless liquid

Chemical Properties

β-Caryophyllene has a woody-spicy, dry, clove-like aroma.

Uses

β-Caryophyllene is notable for having a cyclobutane ring, a rarity in nature. β-Caryophyllene is one of the chemical compounds that contributes to the spiciness of black pepper. β-Caryophyllene was shown to selectively bind to the cannabinoid receptor type-2 (CB2) and to exert significant cannabimimetic antiinflammatory effects in mice.

Preparation

Isolated from oil of clove stems and separated from eugenol by treating the oil with 7% sodium carbonate solution, extracting with ether, repeating the carbonate treatment on the concentrated extracts, and finally steam distilling.

Definition

ChEBI: A beta-caryophyllene in which the stereocentre adjacent to the exocyclic double bond has S configuration while the remaining stereocentre has R configuration. It is the most commonly occurring form of <greek beta-caryophyllene, occurring in many essential oils, particularly oil of cloves.

Aroma threshold values

Detection at 64 to 90 ppb

Taste threshold values

Taste characteristics at 50 ppm: spicy, pepper-like, woody, camphoraceous with a citrus background.

General Description

Pale yellow oily liquid with an odor midway between odor of cloves and turpentine.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

The unsaturated aliphatic hydrocarbons, such as BETA-CARYOPHYLLENE, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions.

Fire Hazard

BETA-CARYOPHYLLENE is combustible.

Safety Profile

A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Carcinogenicity

Caryophyllene showed significant activity as an inducer of the detoxifying enzyme glutathione S-transferase in the mouse liver and small intestine. The ability of natural anticarcinogens to induce detoxifying enzymes has been found to correlate with their activity in the inhibition of chemical carcinogenesis (253a).

Raw materials

CLOVE STEM OIL-->Cassia Aurantium P.E Catechins 8% HPLC-->EUGENIA CARYOPHYLLUS (CLOVE) LEAF OIL