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Merck
CN

93066

Cinnamyl alcohol

analytical standard

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
EC Number:
203-212-3
UNSPSC Code:
85151701
PubChem Substance ID:
329770195
Beilstein/REAXYS Number:
1903999
MDL number:
MFCD00002921

Key Documents

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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

SMILES string

OC\C=C\c1ccccc1

grade

analytical standard

vapor density

4.6 (vs air)

vapor pressure

<0.01 mmHg ( 25 °C)

assay

≥96.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

250 °C (lit.)

Quality Level

100

density

1.044 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

WGK 2

flash_point_f

258.8 °F - closed cup

flash_point_c

126 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0997
BCCF7243
BCBZ5014
BCBT1401

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Haruto Kurata et al.
Bioorganic & medicinal chemistry letters, 21(13), 3885-3889 (2011-06-07)
Structure-activity relationship of sphingosine-1-phosphate receptor agonists was examined. Cinnamyl derivative 1 was modified to improve S1P(1) agonistic activity as well as selectivity over S1P(3) agonistic activity. Dihydronaphthalene derivative 10d was identified as a potent S1P(1) receptor agonist with high selectivity
H Ott et al.
Skin pharmacology and physiology, 23(4), 213-224 (2010-05-01)
Allergic contact dermatitis is a complex syndrome and knowledge about the in vitro detection of small-molecular-weight compounds, particularly prohaptens, is limited. Therefore, we investigated chemical-induced gene expression changes in human antigen-presenting cells upon stimulation with immunogenic contact allergens, prohaptens and
C S Letizia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 43(6), 837-866 (2005-04-07)
A toxicologic and dermatologic review of cinnamyl alcohol when used as a fragrance ingredient is presented.
K C Nicolaou et al.
Journal of the American Chemical Society, 133(21), 8134-8137 (2011-05-06)
The development of an enantioselective allylic alcohol dichlorination catalyzed by dimeric cinchona alkaloid derivatives and employing aryl iododichlorides as chlorine sources is reported. Reaction optimization, exploration of the substrate scope, and a model for stereoinduction are presented.
Friederike Woehrlin et al.
Journal of agricultural and food chemistry, 58(19), 10568-10575 (2010-09-22)
Coumarin is a flavoring which can cause hepatotoxicity in experimental animals and in a proportion of the human population. The tolerable daily intake (TDI) may be exceeded in consumers with high intake of cinnamon containing high levels of coumarin. The
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