Benzyl cinnamate

Chemical compound From Wikipedia, the free encyclopedia

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

Quick facts Names, Identifiers ...
Benzyl cinnamate
Skeletal formula of benzyl cinnamate
Space-filling model of the benzyl cinnamate molecule
Names
Preferred IUPAC name
Benzyl (2E)-3-phenylprop-2-enoate
Other names
Benzyl cinnamate
Cinnamein
Benzyl cinnamoate
Benzyl 3-phenylpropenoate
3-Phenyl-2-propenoic acid phenylmethyl ester
Cinnamic acid benzyl ester
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.827 Edit this at Wikidata
UNII
  • 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
  • C1=CC=C(C=C1)COC(=O)C=CC2=CC=CC=C2
Properties
C16H14O2
Molar mass 238.286 g·mol−1
Appearance White to pale yellow solid[1]
Melting point 34–37 °C (93–99 °F; 307–310 K)[2]
Boiling point 195–200 °C (383–392 °F; 468–473 K) 5 mmHg[2]
Insoluble[1]
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).
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Natural occurrence

Balsam is the major producer of benzyl cinnamate.[3] It is used as an ingredient in the medicated cream product Sudocrem.[4]

Uses

It is used as a flavoring agent.[3] It has a low odour smelling faintly sweet, balsamic, floral, fruity, cherry, spicy, and powdery.[5]

It is used pharmaceutically as an antibacterial and antifungal.[6]

References

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