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Merck
CN

108197

Cinnamyl alcohol

98%

Synonym(s):

3-Phenyl-2-propen-1-ol

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About This Item

Linear Formula:
C6H5CH=CHCH2OH
CAS Number:
104-54-1
Molecular Weight:
134.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24846655
EC Number:
203-212-3
Beilstein/REAXYS Number:
1903999
MDL number:
MFCD00002921
Assay:
98%

Key Documents

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InChI key

OOCCDEMITAIZTP-QPJJXVBHSA-N

InChI

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

SMILES string

OC\C=C\c1ccccc1

vapor density

4.6 (vs air)

vapor pressure

<0.01 mmHg ( 25 °C)

assay

98%

bp

250 °C (lit.)

Quality Level

100

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.)

functional group

hydroxyl, phenyl

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General description

Cinnamyl alcohol is an organic building block used as a chain transfer agent in polymerization. Cinnamyl alcohol causes Friedel Crafts alkylation of bulky aromatic compound 2,4-di-tert-butylphenol using mesoporous aluminosilicate as catalyst. It undergoes partial oxidation in air to form cinnamaldehyde over a series of Bi-Pt/alumina catalysts. It is also 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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Skin Sens. 1

Storage Class

10 - Combustible liquids

flash_point_f

258.8 °F - closed cup

flash_point_c

126 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6408
STBL3792
STBL0702
STBK6576
STBK3951

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RIFM fragrance ingredient safety assessment, cinnamyl alcohol, CAS Registry Number 104-54-1
AM Api, et al.
Food And Chemical Toxicology, 141, 111337-111337 (2020)
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)
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)
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)
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