Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula . It is a colorless liquid that is only slightly soluble in water, but soluble in most organic solvents.

methyl phenylacetate
Skeletal formula of methyl phenylacetate
Ball-and-stick model
Preferred IUPAC name
Methyl phenylacetate
Other names
Methyl 2-phenylacetate
Methyl benzene acetate
3D model (JSmol)
ECHA InfoCard 100.002.674 Edit this at Wikidata
EC Number
  • 202-940-9
MeSH C024906
  • InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3 ☒N
  • InChI=1/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
  • COC(=O)CC1=CC=CC=C1
Molar mass 150.1745 g mol−1
Appearance Colorless liquid
Density 1.055±0.060 g/cm3
Melting point 50 °C (122 °F; 323 K)
Boiling point 218 °C (424 °F; 491 K)
2070 mg/L
Vapor pressure 17.3 Pa
−92.73×10−6 cm3/mol
1.505±0.020 at 20 °C
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
Flash point 90.6 °C (195.1 °F; 363.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Methyl phenylacetate has a strong odor similar to honey. This compound also occurs in brandy, capsicum, coffee, honey, pepper, and some wine. It is used in the flavor industry and in perfumes to impart honey scents.[1]

Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base.[2]

References edit

  1. ^ "Methyl Phenyl Acetate". The Good Scents Company. February 22, 2007. Retrieved January 22, 2008.
  2. ^ Davies, Huw M. L.; Hu, Wen‐hao; Xing, Dong (2015-04-01). "Methyl Phenyldiazoacetate". e-EROS. John Wiley & Sons Ltd: 1–10. doi:10.1002/047084289X.rn00444.pub2. ISBN 9780470842898.