Phenylacetone

Phenylacetone
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
1-Phenylpropan-2-one
Other names
Benzyl methyl ketone; Methyl benzyl ketone; Phenyl-2-propanone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.859 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3 checkY
    Key: QCCDLTOVEPVEJK-UHFFFAOYSA-N checkY
  • InChI=1/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3
    Key: QCCDLTOVEPVEJK-UHFFFAOYAG
  • O=C(C)Cc1ccccc1
Properties
C9H10O
Molar mass 134.178 g·mol−1
Appearance Colorless, pleasant odor
Density 1.006 g/mL
Melting point −15 °C (5 °F; 258 K)
Boiling point 214 to 216 °C (417 to 421 °F; 487 to 489 K)
-83.44·10−6 cm3/mol
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenylacetone, also known as phenyl-2-propanone, is an organic compound with the chemical formula C6H5CH2COCH3. It is a colorless oil that is soluble in organic solvents. It is a mono-substituted benzene derivative, consisting of an acetone attached to a phenyl group. As such, its systematic IUPAC name is 1-phenyl-2-propanone.

This substance is used in the manufacture of methamphetamine and amphetamine, where it is commonly known as P2P.[2][3] Due to illicit drug labs using phenylacetone to make amphetamines, phenylacetone was declared a schedule II controlled substance in the United States in 1980.[4] In humans, phenylacetone occurs as a metabolite of amphetamine and methamphetamine via FMO3-mediated oxidative deamination.[5]

  1. ^ Anvisa (31 March 2023). "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 4 April 2023). Archived from the original on 3 August 2023. Retrieved 15 August 2023.
  2. ^ Toske, Steven G.; Brown, Jaclyn L.; Miller, Erin E.; Phillips, Monica Z.; Kerr, Susan C.; Hays, Patrick A. (1 May 2019). "Recent methamphetamine profiling trends: Tracking the nitrostyrene method used for P2P production". Forensic Chemistry. 13: 100140. doi:10.1016/j.forc.2018.12.003. ISSN 2468-1709. S2CID 104413528.
  3. ^ "Synthesis of Phenyl-2-Propanone (P2P) - [www.rhodium.ws]". erowid.org. Retrieved 15 April 2023.
  4. ^ "Schedules of Controlled Substances; Schedule II Placement of Phenylacetone; (Phenyl-2-propanone, P2P, methyl benzyl ketone, benzyl methyl ketone)" (PDF). Isomer Design. Drug Enforcement Administration. 11 February 1980. Archived (PDF) from the original on 3 March 2022. Retrieved 16 January 2023.
  5. ^ Cashman, John R.; Xiong, Yeng N.; Xu, Lifen; Janowsky, Aaron (1 March 1999). "N-Oxygenation of Amphetamine and Methamphetamine by the Human Flavin-Containing Monooxygenase (Form 3): Role in Bioactivation and Detoxication". Journal of Pharmacology and Experimental Therapeutics. 288 (3): 1251–1260. ISSN 0022-3565. PMID 10027866.

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