Phenylacetic acid

Phenylacetic acid
Structural formula
Ball-and-stick model of 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)
3DMet
1099647
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.862 Edit this at Wikidata
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) checkY
    Key: WLJVXDMOQOGPHL-UHFFFAOYSA-N checkY
  • 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)[1]
-82.72·10−6 cm3/mol
Hazards
GHS labelling:
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H318, H319
P264, P280, P305+P351+P338, P310, P337+P313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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).
checkY verify (what is checkY☒N ?)

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.[3]

  1. ^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.
  2. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-15.
  3. ^ "List of Regulated Drug Precursor Chemicals in China". Archived from the original on 17 August 2015. Retrieved 27 April 2015.