2-PHENYLPROPIONIC ACID Chemical Properties

Melting point:

5 °C

Boiling point:

260-262 °C (lit.)

Density 

1.1 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.522(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

9.9g/l

form 

Liquid

pka

4.34±0.10(Predicted)

color 

Clear pale yellow to yellow

PH

3 (5g/l, H2O, 20℃)

Water Solubility 

10 g/L (20 ºC)

BRN 

1863558

LogP

1.699 (est)

CAS DataBase Reference

492-37-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzeneacetic acid, «alpha»-methyl-(492-37-5)

EPA Substance Registry System

Benzeneacetic acid, .alpha.-methyl- (492-37-5)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

TSCA 

Yes

HS Code 

29163900

MSDS

• Language:English Provider:DL-Hydratropic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-PHENYLPROPIONIC ACID Usage And Synthesis

Chemical Properties

clear pale yellow to yellow liquid

Uses

2-Phenylpropionic acid is used in the preparation of ibuprofen derivatives for their anti-inflammatory activity. Also used in nucleation inhibitors in Dutch resolution of diastereomers.

Definition

ChEBI: A 2-arylpropionic acid carrying a phenyl group at position 2. It is a metabolite of alpha-methylstyrene (AMS), a volatile hydrocarbon.

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 182, 1977 DOI: 10.1021/ja00443a033
The Journal of Organic Chemistry, 51, p. 4354, 1986 DOI: 10.1021/jo00373a005
Tetrahedron Letters, 21, p. 581, 1980 DOI: 10.1016/S0040-4039(01)85562-3

Synthesis

2-Phenylpropionic acid is prepared:
1) from Benzyl cyanide by Metbylation with Methyl iodide and Sodamide to produce alpha-Phenylpropionitrile, from which the acid is produced by acid hydrolysis.
2) from Acetophenone cyanhydrin with Hydriodic acid. 

Purification Methods

Fractionally distil the acid, or recrystallise it from pet ether (b 40-60o) with strong cooling (see references below). [Beilstein 9 II 348.]

2-PHENYLPROPIONIC ACID(492-37-5)Related Product Information

• (S)-(+)-2-Phenylpropionic acid
• Clobetasol propionate
• 2-Methylbenzyl cyanide
• 1-Phenyl-2-nitropropene
• Testosterone propionate
• 2-Phenylphenol
• Calcium Propionate
• 3-Bromopropionic acid
• Triphenylphosphine
• Folic acid
• Nandrolone phenylpropionate
• Hyaluronic acid
• 2-PHENYLPROPIONALDEHYDE
• Citric acid
• Ethyl 2-(Chlorosulfonyl)acetate
• 2,3-Dibromopropionic acid
• Malic acid
• Ascoric Acid