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Methyl phenylacetate

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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
CAS Number
3D model (JSmol)
Beilstein Reference 878795
ChemSpider
ECHA InfoCard 100.002.674 Edit this at Wikidata
EC Number
  • 202-940-9
MeSH C024906
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3Key: CRZQGDNQQAALAY-UHFFFAOYSA-N
  • InChI=1/C9H10O2/c1-11-9(10)7-8-5-3-2-4-6-8/h2-6H,7H2,1H3Key: CRZQGDNQQAALAY-UHFFFAOYAC
SMILES
  • COC(=O)CC1=CC=CC=C1
Properties
Chemical formula C9H10O2
Molar mass 150.1745 g mol
Appearance Colorless liquid
Density 1.055±0.060 g/cm
Melting point 50 °C (122 °F; 323 K)
Boiling point 218 °C (424 °F; 491 K)
Solubility in water 2070 mg/L
Vapor pressure 17.3 Pa
Magnetic susceptibility (χ) −92.73×10 cm/mol
Refractive index (nD) 1.505±0.020 at 20 °C
Hazards
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
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Methyl phenylacetate is an organic compound that is the methyl ester of phenylacetic acid, with the structural formula C 6 H 5 CH 2 COOCH 3 {\displaystyle {\ce {C_6H_5CH_2COOCH_3}}} . It is a colorless liquid that is only slightly soluble in water, but soluble in most organic solvents.

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.

References

  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.
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