phenylacetic acid

{{Chembox

|Watchedfields = changed

|verifiedrevid = 464200948

|ImageFile = Kwas fenylooctowy.svg

|ImageSize = 200

|ImageName = Structural formula

|ImageClass = skin-invert

|ImageFile1 = Phenylacetic acid molecule ball.png

|ImageSize1 = 180

|ImageName1 = Ball-and-stick model of phenylacetic acid

|PIN = Phenylacetic acid

|SystematicName = 2-Phenylethanoic acid

|OtherNames = α-Toluic acid
Benzeneacetic acid
2-Phenylacetic acid
β-Phenylacetic acid

|Section1={{Chembox Identifiers

|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

|ChemSpiderID = 10181341

|UNII_Ref = {{fdacite|correct|FDA}}

|UNII = ER5I1W795A

|InChI = 1/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

|InChIKey = WLJVXDMOQOGPHL-UHFFFAOYAR

|ChEMBL_Ref = {{ebicite|correct|EBI}}

|ChEMBL = 1044

|PubChem = 999

|EINECS = 203-148-6

|RTECS = AJ2430000

|DrugBank = DB09269

|KEGG = C07086

|Beilstein =1099647

|Gmelin = 68976

|3DMet = B02157

|StdInChI_Ref = {{stdinchicite|correct|chemspider}}

|StdInChI = 1S/C8H8O2/c9-8(10)6-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)

|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

|StdInChIKey = WLJVXDMOQOGPHL-UHFFFAOYSA-N

|CASNo_Ref = {{cascite|correct|CAS}}

|CASNo = 103-82-2

|ChEBI_Ref = {{ebicite|correct|EBI}}

|ChEBI = 30745

|SMILES = O=C(O)Cc1ccccc1

}}

|Section2={{Chembox Properties

|Formula = C₈H₈O₂

|Appearance = white solid

|Odor = honey-like

|MolarMass = 136.15 g/mol

|Density = 1.0809 g/cm³

|pKa = 4.31 (H₂O){{cite book | editor= Haynes, William M. | year = 2016 | title = CRC Handbook of Chemistry and Physics | edition = 97th | publisher = CRC Press | isbn = 978-1498754286 | pages=5–89 | title-link = CRC Handbook of Chemistry and Physics }}

|MeltingPtC = 76 to 77

|BoilingPtC = 265.5

|Solubility = 15 g/L

|MagSus = −82.72·10⁻⁶ cm³/mol

}}

|Section7={{Chembox Hazards

|ExternalSDS = [http://ptcl.chem.ox.ac.uk/MSDS/PH/phenylacetic_acid.html External MSDS]

|GHSPictograms = {{GHS05}}{{GHS07}}

|GHSSignalWord = Danger

|HPhrases = {{H-phrases|318|319}}

|PPhrases = {{P-phrases|264|280|305+351+338|310|337+313}}

|NFPA-H=2

|NFPA-F=1

|NFPA-R=0

}}

|Section8={{Chembox Legal status

| legal_AU =

| legal_BR = D1

| legal_BR_comment = {{Cite web |author=Anvisa |author-link=Brazilian Health Regulatory Agency |date=2023-03-31 |title=RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial |trans-title=Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control|url=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |url-status=live |archive-url=https://web.archive.org/web/20230803143925/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992 |archive-date=2023-08-03 |access-date=2023-08-15 |publisher=Diário Oficial da União |language=pt-BR |publication-date=2023-04-04}}

| legal_US =

| legal_UK =

| legal_UN =

}}

|Section9={{Chembox Related

|OtherCompounds = Benzoic acid, Phenylpropanoic acid, Cinnamic acid

}}

}}

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.{{cite web|url=http://www.chemsafetypro.com/Topics/China/Drug_Precursor_Chemicals_List.html|title=List of Regulated Drug Precursor Chemicals in China|access-date=27 April 2015|url-status=dead|archive-url=https://web.archive.org/web/20150817022812/http://www.chemsafetypro.com/Topics/China/Drug_Precursor_Chemicals_List.html|archive-date=17 August 2015}}