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Product Name: |
BETA-CARYOPHYLLENE |
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CAS: |
87-44-5 |
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MF: |
C15H24 |
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MW: |
204.35 |
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EINECS: |
201-746-1 |
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Product Categories: |
Sesqui-Terpenoids;Biochemistry;Terpenes;Terpenes (Others);Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals |
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Mol File: |
87-44-5.mol |
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Melting point |
<25℃ |
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alpha |
D -8 to -9° (chloroform) |
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Boiling point |
262-264 °C(lit.) |
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density |
0.902 g/mL at 20 °C(lit.) |
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FEMA |
2252 | BETA-CARYOPHYLLENE |
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refractive index |
n20/D 1.5(lit.) |
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Fp |
205 °F |
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storage temp. |
2-8°C |
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form |
neat |
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Specific Gravity |
0.90 |
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optical activity |
[α]23/D 7.5°, neat |
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JECFA Number |
1324 |
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Merck |
14,1875 |
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BRN |
2044564 |
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CAS DataBase Reference |
87-44-5(CAS DataBase Reference) |
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EPA Substance Registry System |
Bicyclo[7.2.0]undec-4-ene, 4,11,11-trimethyl-8-methylene-, (1R,4E,9S)- (87-44-5) |
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Risk Statements |
36/37/38 |
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Safety Statements |
26-36-24/25 |
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RIDADR |
UN1230 - class 3 - PG 2 - Methanol, solution |
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WGK Germany |
1 |
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RTECS |
DT8400000 |
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HS Code |
29021990 |
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Chemical Properties |
Clear colorless liquid |
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Chemical Properties |
β-Caryophyllene has a woody-spicy, dry, clove-like aroma. |
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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. |
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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. |
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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. |
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Aroma threshold values |
Detection at 64 to 90 ppb |
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Taste threshold values |
Taste characteristics at 50 ppm: spicy, pepper-like, woody, camphoraceous with a citrus background. |
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General Description |
Pale yellow oily liquid with an odor midway between odor of cloves and turpentine. |
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Air & Water Reactions |
Insoluble in water. |
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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. |
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Fire Hazard |
BETA-CARYOPHYLLENE is combustible. |
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Safety Profile |
A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. |
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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). |
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Raw materials |
CLOVE STEM OIL-->Cassia Aurantium P.E Catechins 8% HPLC-->EUGENIA CARYOPHYLLUS (CLOVE) LEAF OIL |
