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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 .
The synthesis of phenylacetic acid determined by retrosynthetic analysis is thus: PhCH 2 Br + NaCN → PhCH 2 CN + NaBr PhCH 2 CN + 2 H 2 O → PhCH 2 COOH + NH 3. In fact, phenylacetic acid has been synthesized from benzyl cyanide, [9] itself prepared by the analogous reaction of benzyl bromide with sodium cyanide. [10]
To prevent illicit synthesis of amphetamines from phenylacetone, the precursor phenylacetic acid is subject to regulation in the United States under the Chemical Diversion and Trafficking Act. In the TV series Breaking Bad, Walter White manufactures methamphetamine using phenylacetone and methylamine through a reductive amination reaction.
The synthesis of phenylacetic acid determined by retrosynthetic analysis is thus: Ph−CH 2 −Br + Na + [C≡N] − → Ph−CH 2 −C≡N + NaBr Ph−CH 2 −C≡N + 2 H 2 O → Ph−CH 2 −C(=O)−OH + NH 3. where Ph stands for phenyl. C2 synthons - acetylene, acetaldehyde-C 2 H 4 OH synthon - ethylene oxide; carbocation synthons - alkyl ...
Phenyl acetate is the ester of phenol and acetic acid.It can be produced by reacting phenol with acetic anhydride or acetyl chloride.. Phenyl acetate can be separated into phenol and an acetate salt, via saponification: heating the phenyl acetate with a strong base, such as sodium hydroxide, will produce phenol and an acetate salt (sodium acetate, if sodium hydroxide were used).
For example, phenylacetic acid is used legally in the production of penicillin, flavourings, perfume, and cleaning solutions, but it can also be used in the illegal manufacture of amphetamines and methamphetamine.
Benzyl cyanide undergoes many reactions characteristic of nitriles. It can be hydrolyzed to give phenylacetic acid [7] or it can be used in the Pinner reaction to yield phenylacetic acid esters. [8] Hydrogenation gives β-phenethylamine. [9] The compound contains an "active methylene unit". Bromination occurs gives PhCHBrCN. [10]
English: Synthesis of phenylacetic acid from benzyl bromide and sodium cyanide, after retrosynthetic analysis; english version Deutsch: Synthese von Phenylessigsäure aus Benzylbromid und Natriumcyanid anhand der retrosynthetischen Analyse; englische version