Phenylacetic acid

Phenylacetic acid
Names
Preferred IUPAC name
Phenylacetic acid
Systematic IUPAC name
2-Phenylethanoic acid
Other names
α-Toluic acid
Benzeneacetic acid
2-Phenylacetic acid
β-Phenylacetic acid
Identifiers
3D model (JSmol)
1099647
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.862
EC Number
  • 203-148-6
68976
KEGG
RTECS number
  • AJ2430000
UNII
  • InChI=1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10) Y
    Key: WLJVXDMOQOGPHL-UHFFFAOYSA-N Y
  • InChI=1/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
    Key: WLJVXDMOQOGPHL-UHFFFAOYAR
  • O=C(O)Cc1ccccc1
Properties
C8H8O2
Molar mass 136.15 g/mol
Appearance white solid
Odor honey-like
Density 1.0809 g/cm3
Melting point 76 to 77 °C (169 to 171 °F; 349 to 350 K)
Boiling point 265.5 °C (509.9 °F; 538.6 K)
15 g/L
Acidity (pKa) 4.31 (H2O)
−82.72·10−6 cm3/mol
Hazards
GHS labelling:
Danger
H318, H319
P264, P280, P305+P351+P338, P310, P337+P313
NFPA 704 (fire diamond)
2
1
0
Safety data sheet (SDS) External MSDS
Legal status
Related compounds
Related compounds
Benzoic acid, Phenylpropanoic acid, Cinnamic acid
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

Phenylacetic acid (conjugate base phenylacetate), also known by various synonyms, is an organic compound containing a phenyl functional group and a carboxylic acid functional group. It is a white solid with a strong honey-like odor. Endogenously, it is a catabolite of phenylalanine. As a commercial chemical, because it can be used in the illicit production of phenylacetone (used in the manufacture of substituted amphetamines), it is subject to controls in countries including the United States and China.