Methyl cinnamate

Methyl cinnamate
Names
Preferred IUPAC name
Methyl (2E)-3-phenylprop-2-enoate
Other names
Methyl cinnamate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.813
EC Number
  • 203-093-8
KEGG
UNII
  • InChI=1S/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+ N
    Key: CCRCUPLGCSFEDV-BQYQJAHWSA-N N
  • InChI=1/C10H10O2/c1-12-10(11)8-7-9-5-3-2-4-6-9/h2-8H,1H3/b8-7+
    Key: CCRCUPLGCSFEDV-BQYQJAHWBN
  • COC(=O)C=CC1=CC=CC=C1
Properties
C10H10O2
Molar mass 162.188 g·mol−1
Density 1.092 g/cm3
Melting point 34–38 °C (93–100 °F; 307–311 K)
Boiling point 261–262 °C (502–504 °F; 534–535 K)
Insoluble
Hazards
GHS labelling:
Warning
H317
P261, P272, P280, P302+P352, P321, P333+P313, P363, P501
Flash point > 110 °C (230 °F; 383 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Methyl cinnamate is the methyl ester of cinnamic acid and is a white or transparent solid with a strong, aromatic odor. It is found naturally in a variety of plants, including in fruits, like strawberry, and some culinary spices, such as Sichuan pepper and some varieties of basil. Eucalyptus olida has the highest known concentrations of methyl cinnamate (98%) with a 2–6% fresh weight yield in the leaf and twigs.

Methyl cinnamate is used in the flavor and perfume industries. The flavor is fruity and strawberry-like; and the odor is sweet, balsamic with fruity odor, reminiscent of cinnamon and strawberry.

It is known to attract males of various orchid bees, such as Aglae caerulea.