Phenylacetic acid

Structural formula
General
Surname	Phenylacetic acid
other names	α-toluic acid; Benzene acetic acid; 2-phenyl-ethanoic acid; PHENYLACETIC ACID ( INCI ) ;
Molecular formula	C 8 H 8 O 2
Brief description	colorless, leaf-shaped crystals
External identifiers / databases
EC number	203-148-6
ECHA InfoCard	100,002,862
PubChem	999
ChemSpider	10181341
DrugBank	DB09269
Wikidata	Q410842
properties
Molar mass	136.15 g mol −1
Physical state	firmly
density	1.09 g cm −3 (77 ° C)
Melting point	77 ° C
boiling point	266 ° C
Vapor pressure	1.33 hPa (97 ° C)
pK s value	4.28
solubility	poor in water (1.58 g l −1 at 20 ° C); good in ethanol , diethyl ether , chloroform, and carbon tetrachloride ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319-335
	P: 304 + 340-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenylacetic acid is a phenyl-substituted derivative of acetic acid . It is a white to off-white, flaky powder. In the plant world it acts as an auxin .

Presentation and extraction

Phenylacetic acid can be made by acid hydrolysis of phenylacetonitrile .

Alternatively, it can be synthesized from Grignard compounds of benzyl halides with carbon dioxide .

use

Phenylacetic acid is used in the manufacture of fragrances and as an additive in tobacco. It is also needed in the synthesis of penicillin .

Due to the possible use in the synthesis of various amphetamines , according to the Basic Substance Monitoring Act, the manufacture and sale of a limit quantity of 1000 g or more must be reported.

Individual evidence

↑ Entry on PHENYLACETIC ACID in the CosIng database of the EU Commission, accessed on May 14, 2020.
↑ ^a ^b ^c Entry on phenylacetic acid. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.
↑ ^a ^b ^c ^d ^e ^f Entry on phenylacetic acid in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .
^ D'Ans-Lax: Pocket book for chemists and physicists , 3rd edition, Volume 1, Springer-Verlag, Berlin-Göttingen-Heidelberg 1967 ( ChemieOnline - pK _b and pK _s values ).
↑ S. Hauptmann, J. Gräfe, H. Remane: Textbook of organic chemistry , Deutscher Verlag der Grundstoffindustrie, Leipzig 1980, p. 378.

Web links

Wiktionary: Phenylacetic acid - explanations of meanings, word origins, synonyms, translations

[CosIng-1] Entry on PHENYLACETIC ACID in the CosIng database of the EU Commission, accessed on May 14, 2020.

[roempp-2] Entry on phenylacetic acid. In: Römpp Online . Georg Thieme Verlag, accessed on September 29, 2014.

[GESTIS-3] ↑ ^a ^b ^c ^d ^e ^f Entry on phenylacetic acid in the GESTIS substance database of the IFA , accessed on February 19, 2017(JavaScript required) .

[4] D'Ans-Lax: Pocket book for chemists and physicists , 3rd edition, Volume 1, Springer-Verlag, Berlin-Göttingen-Heidelberg 1967 ( ChemieOnline - pK _b and pK _s values ).

[5] S. Hauptmann, J. Gräfe, H. Remane: Textbook of organic chemistry , Deutscher Verlag der Grundstoffindustrie, Leipzig 1980, p. 378.