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]]