2-Propenoic acid, 3-phenyl-, phenylmethyl ester

HCID 7652
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
103-41-3
Standard SMILES
O=C(C=Cc1ccccc1)OCc1ccccc1
InChIKey
NGHOLYJTSCBCGC-UHFFFAOYSA-N
Molecular formula
C16H14O2
Average molar mass
238.28 g/mol
Monoisotopic mass
238.09937969

Names & identifiers

Preferred name
2-Propenoic acid, 3-phenyl-, phenylmethyl ester
IUPAC
benzyl 3-phenylprop-2-enoate
English name
Benzyl cinnamate
Molecular formula
C16H14O2
Molecular weight
238.28

Names & synonyms

benzyl 3-phenylprop-2-enoate2-Propenoic acid, 3-phenyl-, phenylmethyl esterRefChem:482083Benzylbeta-phenylacrylateMFCD00004789Cinnamic acid-benzyl esterbenzyl-3-phenyl-propenoateSCHEMBL43213orb1299180orb3139343CHEMBL2361576SCHEMBL10352885
Show more names
CINNAMEINFEMA 2142guisuanbianzhiBenzyl ciamateBenzyl cinmateBENZYL CINNAMATEBenzylcinnamoateBENZYL CINNAMATE(P)Benzyl cinnamate-RM
3-Phenyl-acrylic acid benzyl esters5167AKOS025243955SY015224DS-002671NS00075622Cinnamic acid-benzyl ester 1000 microg/mL in Acetonitrile8014-16-2

Database identifiers

CAS
103-41-3
PubChem CID
7652
DTXSID
DTXSID3041663
ChEMBL
CHEMBL2361576

Properties

Computed structural properties

XLogP
3.8
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
5
Heavy atoms
18

Physicochemical properties

Melting point
34 · 34-37 °C (lit.)
Boiling point
195 · 195-200 °C/5 mmHg (lit.)
Density
1.11 · 1.11
vapor pressure
0.1 hPa · <0.1 hPa (20 °C)
FEMA
2142 · 2142 | BENZYL CINNAMATE
refractive index
1.4025 · 1.4025-1.4045

Safety & regulation

Hazard information

Regulatory Information · 3 items

Chemical: 2-Propenoic acid, 3-phenyl-, phenylmethyl ester

Hazard Traits - Fragrance Allergen；Authoritative List - Annex III of the EU Cosmetics Regulation No. 1223/2009 - Fragrance Allergens；Report - if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million)

Benzyl cinnamate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Chemicals with limited data availability that are used in fragrances: Human health tier II assessment

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

Regulatory Information · 3 items

Chemical: 2-Propenoic acid, 3-phenyl-, phenylmethyl ester

Hazard Traits - Fragrance Allergen；Authoritative List - Annex III of the EU Cosmetics Regulation No. 1223/2009 - Fragrance Allergens；Report - if present in a rinse-off cosmetic product at a concentration at or above 0.01 percent (100 parts per million) or in a leave-on cosmetic product at a concentration at or above 0.001 percent (10 parts per million)

Benzyl cinnamate: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
2
tsca
TSCA listed
rtecs
GD8400000
ridadr
3077
hs_code
29163900

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Propenoic acid, 3-phenyl-, phenylmethyl ester: ACTIVE
Applications · 4 items

OccurrenceReported found in Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam.

UsesBenzyl 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.

UsesMild. sweet-balsamic and somewhat floral odor of great tenacity. Used quite frequently in perfumery, mainly as a fixative, and particularly in perfumes for Talcum (powders). It blends well with floral bases, spicy fragrances and Ambre types.Used in flavor compositions for imitation Apricot, Cherry, Chocolate, Honey, Peach, Pineapple, Liquor, Raspberry, Rum, Prune, etc.Concentration may be little more than traces, usually about 6 ppm, except in chewing gum: up to 125 ppm.

General DescriptionBenzyl cinnamate is widely used as a fragrance ingredient.

Preparation methods

PreparationBy heating benzyl chloride and excess sodium cinnamate in water to 100 to 115°C; by heating sodium cinnamate with an excess of benzyl chloride in the presence of diethylamine.

Upstream & downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Benzyl cinnamate is the cinnamate ester derived from cinnamic acid and benzyl alcohol. Occuring in Balsam of Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam, it is used in heavy oriental perfumes, as a fixative and as a flavouring agent. It has a role as a flavouring agent, a fragrance, a fixative, an antigen and an epitope.

Related reactions

1 records
New reaction record

Compound notes

Loading…