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W229407

Sigma-Aldrich

Cinnamyl alcohol

≥98%, FG

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
FEMA Number:
2294
Beilstein:
1903999
EC Number:
203-212-3
Council of Europe no.:
65
MDL number:
MFCD00002921
UNSPSC Code:
12164502
PubChem Substance ID:
24900958
Flavis number:
2.017
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

vapor density

4.6 (vs air)

vapor pressure

<0.01 mmHg ( 25 °C)

Assay

≥98%

bp

250 °C (lit.)

mp

30-33 °C (lit.)

density

1.044 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

floral; balsamic; sweet

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 α,β-unsaturated alcohol that can be used as a flavoring agent and a fragrance ingredient.

Application

Building block - Cinnamic alcohol is a building block for cinnamyl esters, via reaction with carboxylic acids or carboxylic acid derivatives. Some of the cinnamyl esters are used as fragrance components.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H317,H411

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR9041
SHBP6435
STBK2526
STBJ6806
STBH2325

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Burdock GA
Encyclopedia of Food and Color Additives, 1, 601-602 (1997)
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.
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
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.
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