Bisabolol

alpha-Bisabolol

Chemical names: 1-Methyl-4(1,5-dimethyl-1-hydroxyhex-4(5)-enyl)-cyclohexen-1;
6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol

CTFA name: Bisabolol

INN: Levomenol ( l-alpha-Bisabolol)

CAS-Number: [515-69-5] racemate, [23089-26-1] Levomenol

EWG-(=EEC) No.: 2082059

FDA-CRMCS-No.: R 00 12527

FEMA-No.: not found

Occurence: The essential oil of Chamomilla recutita (L.) RAUSCHERT syn. Matricaria recutita L. contains up to 50% (-)-alpha-bisabolol. The plant is grown mainly in central and eastern Europe, Egypt, and Argentina. Chamomile oil is a deep blue or bluish-green liquid that turns green and, finally, brown when exposed to light and air. Bisabolol and chamazulene (which is responsible for its deep blue colour) contribute to the anti-inflammatory properties of the genuine chamomile oil. Scientists have found bisabolol oxides in the essential oil, too.

The wood of a bush in New Caledonia, Myoporum grassifolium FORST, yields an essential oil, containing (-)-bisabolol in high concentration.(+)-Bisabolol occurs in leaf buds of some poplars.

Chemical and physical properties:

C₁₅H₂₆O

Structure:

alpha-Bisabolol is an insaturated monocyclic sesquiterpene alcohol.

M_r: 222,36 g/mol

d,l-alpha-Bisabolol

Specific Gravity d₄²⁰: 0,922-0,928
Refractive Index n_D²⁰: 1,492-1,498

Solubility: soluble in Ethyl Alcohol, Isopropyl Alcohol, Mineral Oil.

Assay: >85% d,l-alpha-Bisabolol (GC)

l-alpha-Bisabolol

Specific Gravity d₄²⁰: 0,927-0,935
Refractive Index n_D²⁰: 1,493-1,499
Specific rotation [a]_D²⁰: Between -55 and -58°
bp_12Torr: 153 °C
Assay (GC): >95%

Description:

Bisabolol is a clear, pale yellow, slightly viscous liquid.

Odor profile: weak, floral-sweet. Bisabolol contributes to the lemonene character of lemon aroma.

updated Nov. 07, 1997
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