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alpha-Bisabolol

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alpha-Bisabolol Basic information

Product Name:
alpha-Bisabolol
Synonyms:
  • (R*, R*)-alpha, 4-Dimethyl-alpha-(4-methyl-3-pentyl)cyclohex-3-en-1-methanol
  • (R*,R*)-alpha-4-Dimethyl-alpha-(4-methyl-3-petenyl)-3-cyclohexene-1-methanol
  • α-bisabolol,6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol,dragosantol
  • 3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-pentenyl)-, (.alpha.R,1R)-rel-
  • 6-methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepteno
  • alpha-Bisabalol
  • alpha-bisabolool
  • Camilol
CAS:
515-69-5
MF:
C15H26O
MW:
222.37
EINECS:
208-205-9
Product Categories:
  • Terpenes
  • Terpenes (Others)
  • Biochemistry
  • 515-69-5
Mol File:
515-69-5.mol
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alpha-Bisabolol Chemical Properties

Melting point:
25°C
Boiling point:
154-156°C
Density 
0.93 g/mL at 20 °C(lit.)
refractive index 
n20/D 1.496
Flash point:
135°C
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
pka
15.04±0.29(Predicted)
form 
Liquid
color 
Clear Colourless
Odor
at 100.00 %. mild floral peppery balsamic clean
Odor Type
floral
Water Solubility 
Soluble in alcohol, natural, mineral and synthetic oils. Insoluble in water.
Merck 
14,1241
BRN 
5733954
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
LogP
5.63
CAS DataBase Reference
515-69-5(CAS DataBase Reference)
NIST Chemistry Reference
«ALPHA»-bisabolol(515-69-5)
EPA Substance Registry System
3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-pentenyl)-, (.alpha.R,1R)-rel- (515-69-5)
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Safety Information

Risk Statements 
33
WGK Germany 
2
RTECS 
MJ9685000
10-23
TSCA 
Yes
HS Code 
29061900
Toxicity
LD50 orl-rat: 14,850 mg/kg ARZNAD 19,615,69

MSDS

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alpha-Bisabolol Usage And Synthesis

Chemical Properties

colourless to faintly yellow viscous liquid

Uses

It finds its application as a masking agent, skin conditioning agent and soothing agent in cosmetics industry. The most important effects of Bisabolol for the use in cosmetics are anti-inflammatory, wound-healing, anti-bacterial and anti-mycotic. Bisabolol is therefore perfectly suited for the use in all kinds of skin-care products It can be used as active substance in cosmetic preparations for the protection and care of sensitive skin, preparations for babies and children, sunscreen and after-sun products, aftershaves and preparations for the oral hygiene.

Uses

alpha-Bisabolol is a botanical used for its anti-inflammatory and soothing properties. It is derived from chamomile and/or yarrow.

Preparation

Via Nerolidol plus glacial Acetic acid with Sulfuric acid to yield Bisabolol acetate, Saponification of that ester yields alpha-Bisabolol.

Definition

ChEBI: (+)-alpha-Bisabolol is a sesquiterpenoid.

Production Methods

rac-Bisabolol is produced by acid-catalyzed cyclization of farnesol or nerolidol. The individual enantiomers are obtained by extraction from the appropriate plants.

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors.

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