Cinnamyl acetate

Cinnamyl acetate
Names
IUPAC name
3-phenylprop-2-enyl acetate
Other names
Cinnamyl acetate; 3-Phenylprop-2-en-1-yl acetate; 3-Phenylallyl acetate; 1-Acetoxy-3-phenyl-2-propene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.838
EC Number
  • 203-121-9
KEGG
RTECS number
  • GE2275000
UNII
  • InChI=1S/C11H12O2/c1-10(12)13-9-5-8-11-6-3-2-4-7-11/h2-8H,9H2,1H3/b8-5+ Y
    Key: WJSDHUCWMSHDCR-VMPITWQZSA-N Y
  • CC(=O)OC/C=C/c1ccccc1
Properties
C11H12O2
Molar mass 176.215 g·mol−1
Appearance Colorless liquid
Odor Sweet, floral, balsamic odor
Density 1.057 g/mL
Boiling point 265 °C (509 °F; 538 K)
212.3 mg/L
log P 2.85
Vapor pressure 0.008 mm Hg (20 °C)
1.539 - 1.543
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Causes eye irritation, may cause an allergic skin reaction
GHS labelling:
Warning
H317, H319
P261, P264, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P501
NFPA 704 (fire diamond)
2
1
0
Flash point 103–113 °C (217–235 °F; 376–386 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Cinnamyl acetate (3-phenylprop-2-enyl acetate) is a chemical compound of the cinnamyl ester family, in which the variable R group is substituted by a methyl group. As a result of the non-aromatic carbon-carbon double bond, cinnamyl acetate can exist in a Z and an E configuration:

Cinnamyl ester.
(E) and (Z) isomers of cinnamyl acetate.

Cinnamyl acetate naturally occurs in fresh bark of cinnamon (Cinnamomum zeylanicum Blume and other Cinnamomum species), with concentrations of 2,800–51,000 ppm.

Cinnamyl acetate is used as a flavor ester in for example bread and animal feed and has a sweet floral-fruity fragrance. Moreover, it is used in several cosmetics, some toiletries but also in non-cosmetic products such as detergents.