Benzyl cinnamate

Benzyl cinnamate

Names
IUPAC name Benzyl 3-phenylprop-2-enoate
Other names Benzylcinnamate; Cinnamein; Benzylcinnamoate; Benzyl 3-phenylpropenoate; 3-phenyl-2-propenoic acid phenylmethyl ester; Cinnamic acid benzyl ester
Identifiers
CAS Number	103-41-3
3D model (Jmol)	Interactive image
ChemSpider	4437893
ECHA InfoCard	100.002.827
PubChem	5273469
InChI 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+ Key: NGHOLYJTSCBCGC-VAWYXSNFSA-N
SMILES C1=CC=C(C=C1)COC(=O)C=CC2=CC=CC=C2
Properties
Chemical formula	C16H14O2
Molar mass	238.29 g·mol−1
Appearance	White to pale yellow solid
Melting point	34 to 37 °C (93 to 99 °F; 307 to 310 K)
Boiling point	195 to 200 °C (383 to 392 °F; 468 to 473 K) 5 mmHg
Solubility in water	Insoluble
Solubility in ethanol	125 g/L
Solubility in glycerin	insoluble
Solubility in propylene glycol	insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Benzyl cinnamate is the chemical compound which is the ester derived from cinnamic acid and benzyl alcohol.

Benzyl cinnamate occurs in Balsam of Peru and Tolu balsam, in Sumatra and Penang benzoin, and as the main constituent of copaiba balsam.

Benzyl cinnamate can be prepared by heating benzyl chloride and excess sodium cinnamate in water to 100-115 °C or by heating sodium cinnamate with an excess of benzyl chloride in the presence of diethylamine.

Benzyl cinnamate is used in heavy oriental perfumes and as a fixative. It is used as a flavoring agent.