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108197

Sigma-Aldrich

Cinnamyl alcohol

98%

Synonym(s):

3-Phenyl-2-propen-1-ol

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5 G
$29.80
100 G
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500 G
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About This Item

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

$29.80

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vapor density

4.6 (vs air)

vapor pressure

<0.01 mmHg ( 25 °C)

assay

98%

form

liquid

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

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General description

Cinnamyl alcohol is an organic building block used as a chain transfer agent in polymerization.[1] Cinnamyl alcohol causes Friedel Crafts alkylation of bulky aromatic compound 2,4-di-tert-butylphenol using mesoporous aluminosilicate as catalyst[2]. It undergoes partial oxidation in air to form cinnamaldehyde over a series of Bi-Pt/alumina catalysts[3]. 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[4]. It was used to study gold nanoparticles supported on titanium dioxide catalysed oxidative coupling of alcohols and amines to form the corresponding imines[5].

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

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
STBL3792
STBL0702
STBK6576
STBK3951
STBK0614

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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)
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)
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)
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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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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