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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%
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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.)

functional group

hydroxyl, phenyl

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

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.

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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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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)
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Global Trade Item Number

SKUGTIN
108197-5G04061838679550
108197-500G04061838679529
108197-100G04061838679512