Phenylacetic acid 2526268 222072916 2008-06-27T12:49:24Z Puppy8800 5404759 iw {{Chembox new | Name = Phenylacetic acid | ImageFile = 2-phenylacetic acid.png <!-- | ImageSize = 200px --> | ImageName = Phenylacetic acid | IUPACName = Phenylacetic acid | Section1 = {{Chembox Identifiers | CASOther = 103-82-2 | SMILES = c1ccccc1CC(=O)O }} | Section2 = {{Chembox Properties | Formula = C<sub>8</sub>H<sub>8</sub>O<sub>2</sub> | MolarMass = 136.15 g/mol | Density = 1.0809 g/cm<sup>3</sup> | MeltingPt = 76-77 °C | BoilingPt = 265.5 °C }} }} '''Phenylacetic acid''' (abr. PAA and [[synonym]]s are: α-toluic acid, benzeneacetic acid, alpha tolylic acid, 2-phenylacetic acid) is an [[organic compound]] containing a [[phenyl]] [[functional group]] and an [[acetic acid]] functional group. It is a white solid with a disagreeable [[odor]]. Because it is used in the illicit production of [[phenylacetone]], it is subject to [[Chemical Diversion and Trafficking Act|controls]] in the [[United States]]. ==Significance== '''Phenylacetic acid''' has been found to be an active [[auxin]] (a type of [[plant hormone]]) [[molecule]], predominantly found in [[fruit]]s. However its effect is much weaker than the effect of the basic auxin molecule [[indole-3-acetic acid]]. Phenylacetic acid is used in some [[perfume]]s, possessing a honey-like [[odour]] in low [[concentration]]s, and is also used in [[Penicillin|penicillin G]] production. Its [[refractive index]] is 1.5025. ==See also== *[[Benzoic acid]] ==References== {{Unreferenced|date =September 2007}} {{reflist}} ==External links== *[http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV1P0436 Synthesis of Phenylacetic Acid] *[http://designer-drugs.com/pte/12.162.180.114/dcd/chemistry/phenylacetic.html Synthesis of Phenylacetic Acid (Rhodium mirror)] *[http://ptcl.chem.ox.ac.uk/MSDS/PH/phenylacetic_acid.html MSDS for phenylacetic acid] [[Category:flavors]] [[Category:United States controlled substances law]] [[Category:Auxins]] [[Category:Aromatic compounds]] [[Category:carboxylic acids]] [[Category:DEA List I chemicals]] {{aromatic-stub}} [[de:Phenylessigsäure]] [[fr:Acide phénylacétique]] [[lv:Feniletiķskābe]] [[ja:フェニル酢酸]] [[pl:Kwas fenylooctowy]] [[fi:Fenyyliasetaattihappo]] [[zh:苯乙酸]]