Methyl phenylacetate

Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula C6H5CH2COOCH3. 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
Names
Preferred IUPAC name
Methyl phenylacetate
Other names
Methyl 2-phenylacetate
Methyl benzene acetate
Identifiers
3D model (JSmol)
878795
ChemSpider
ECHA InfoCard 100.002.674 Edit this at Wikidata
EC Number
  • 202-940-9
MeSH C024906
UNII
  • InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3 ☒N
    Key: CRZQGDNQQAALAY-UHFFFAOYSA-N ☒N
  • InChI=1/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
    Key: CRZQGDNQQAALAY-UHFFFAOYAC
  • COC(=O)CC1=CC=CC=C1
Properties
C9H10O2
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
Hazards
NFPA 704 (fire diamond)
1
2
0
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.

Methyl phenyldiazoacetate, precursor to cyclopropanation agents, is prepared by treating methyl phenylacetate with p-acetamidobenzenesulfonyl azide in the presence of base.[1]

ReferencesEdit

  1. ^ Huw M. L. Davies, Wen‐hao Hu, Dong Xing. "Methyl Phenyldiazoacetate". eEROS. doi:10.1002/047084289X.rn00444.pub2.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  • "Methyl Phenyl Acetate."(February 22, 2007). Chemical Information The Good Scents Company. Retrieved on January 22, 2008.