All Photos(1)

108197

Sigma-Aldrich

Cinnamyl alcohol

98%

Synonym(s):
3-Phenyl-2-propen-1-ol
Linear Formula:
C6H5CH=CHCH2OH
CAS Number:
Molecular Weight:
134.18
Beilstein:
1903999
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

4.6 (vs air)

vapor pressure

<0.01 mmHg ( 25 °C)

assay

98%

bp

250 °C (lit.)

mp

30-33 °C (lit.)

solubility

H2O: soluble
alcohol: freely soluble
diethyl ether: freely soluble
glycerol: soluble
organic solvents: freely soluble

density

1.044 g/mL at 25 °C (lit.)

SMILES string

OC\C=C\c1ccccc1

InChI

1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-7,10H,8H2/b7-4+

InChI key

OOCCDEMITAIZTP-QPJJXVBHSA-N

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General description

Cinnamyl alcohol causes Friedel Crafts alkylation of bulky aromatic compound 2,4-di-tert-butylphenol using mesoporous aluminosilicate as catalyst. Cinnamyl alcohol undergoes partial oxidation in air to form cinnamaldehyde over a series of Bi-Pt/alumina catalysts. Cinnamyl alcohol is used in perfumery and in deodorant compositions.

Application

Cinnamyl alcohol was used to study the alkylation of 2,4-di-tert-butylphenol by cinnamyl alcohol using aluminum-containing mesoporous ethane-silica catalyst. It was used to study gold nanoparticles supported on titanium dioxide catalysed oxidative coupling of alcohols and amines to form the corresponding imines.

Packaging

5, 100, 500 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK Germany

WGK 2

Flash Point(F)

258.8 °F - closed cup

Flash Point(C)

126 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Mesoporous aluminosilicate MCM-41 as a convenient acid catalyst for Friedel-Crafts alkylation of a bulky aromatic compound with cinnamyl alcohol.
Armengol E, et al.
Journal of the Chemical Society. Chemical Communications, 5, 519-520 (1995)
Hydrothermal stability and catalytic activity of aluminum-containing mesoporous ethane-silicas.
Yang Q, et al.
The Journal of Physical Chemistry B, 108(23), 7934-7937 (2004)
Formation of imines by selective gold-catalysed aerobic oxidative coupling of alcohols and amines under ambient conditions.
Kegnaes S, et al.
Green Chemistry, 12(8), 1437-1441 (2010)
Selective oxidation of cinnamyl alcohol to cinnamaldehyde with air over Bi-Pt/alumina catalysts.
Mallat T, et al.
J. Catal., 153(1), 131-143 (1995)
Annette Zeller et al.
Chemical research in toxicology, 22(12), 1929-1937 (2009-11-17)
The metabolism of the potent carcinogen estragole was investigated in humans after consumption of fennel tea by analyses of its metabolites in blood plasma and urine. Stable isotope dilution assays based on LC-MS/MS detection revealed that 1'-hydroxylation of estragole happened...

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