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234214

Sigma-Aldrich

Benzyl cinnamate

99%

Synonym(s):

3-Phenyl 2-propenoic acid benzyl ester, Benzyl 3-phenylpropenoate, Cinnamic acid benzyl ester

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About This Item

Linear Formula:
C6H5CH=CHCOOCH2C6H5
CAS Number:
103-41-3
Molecular Weight:
238.28
Beilstein:
2051339
EC Number:
203-109-3
MDL number:
MFCD00004789
UNSPSC Code:
12352100
PubChem Substance ID:
24854030
NACRES:
NA.22

Assay

99%

form

solid

bp

195-200 °C/5 mmHg (lit.)

mp

34-37 °C (lit.)

solubility

alcohol: soluble(lit.)
diethyl ether: soluble(lit.)
glycerol: insoluble (practically)(lit.)
oil: soluble(lit.)
propylene glycol: insoluble (practically)(lit.)
water: insoluble (practically)(lit.)

functional group

ester
phenyl

SMILES string

O=C(OCC1=CC=CC=C1)/C=C/C2=CC=CC=C2

InChI

1S/C16H14O2/c17-16(12-11-14-7-3-1-4-8-14)18-13-15-9-5-2-6-10-15/h1-12H,13H2/b12-11+

InChI key

NGHOLYJTSCBCGC-VAWYXSNFSA-N

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General description

Benzyl cinnamate is widely used as a fragrance ingredient.

Application

Benzyl cinnamate has been employed as internal standard during the determination of compounds commonly added to personal care products such as UV filters and antimicrobial agents in environmental samples.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

356.0 °F - closed cup

Flash Point(C)

180 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR0571
SHBP9750
SHBP3736
SHBN3193
SHBN0511

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S P Bhatia et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 45 Suppl 1, S40-S48 (2007-11-27)
A toxicologic and dermatologic review of benzyl cinnamate when used as a fragrance ingredient is presented.
Jessica Pérez-Outeiral et al.
Journal of chromatography. A, 1526, 82-92 (2017-10-24)
This work presents the development and validation of a multivariate method for quantitation of 6 potentially allergenic substances (PAS) related to fragrances by ultrasound-assisted emulsification microextraction coupled with HPLC-DAD and PARAFAC2 in the presence of other 18 PAS. The objective
Petra Cuderman et al.
Analytical and bioanalytical chemistry, 387(4), 1343-1350 (2006-12-01)
Although there is increasing concern about residues from personal care products entering the aquatic environment and their potential to accumulate to levels that pose a health threat to humans and wildlife, we still know little about the extent and magnitude
Osamu Ohno et al.
Bioorganic & medicinal chemistry, 16(16), 7843-7852 (2008-08-02)
Hypertension is a lifestyle-related disease which often leads to serious conditions such as heart disease and cerebral hemorrhage. Angiotensin II (Ang II) plays an important role in regulating cardiovascular homeostasis. Consequently, antagonists that block the interaction of Ang II with
Sarvesh Kumar et al.
European journal of medicinal chemistry, 46(11), 5498-5511 (2011-10-01)
In the present study, we report the design and synthesis of novel analogs of cinnamates, thiocinnamates and thionocinnamates and evaluated the potencies of these analogs to inhibit TNF-α induced ICAM-1 expression on human endothelial cells. By using whole cell-ELISA, our
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