ChemicalBook Product Catalog Chemical Reagents Organic reagents fatty acid 2-PHENYLPROPIONIC ACID

2-PHENYLPROPIONIC ACID

2-PHENYLPROPIONIC ACID Basic information
Product Name:2-PHENYLPROPIONIC ACID
Synonyms:(n)-2-phenylpropionic acid;(n)-à-methylphenylacetic acid;2-HENYLPROPIONIC ACID;2-PHENYLPROPINICACID;dl-PPA;α-methyl-α-toluic acid;2-PHENYLPROPIONIC ACID 98%;DL-α-phenylpropionic acid
CAS:492-37-5
MF:C9H10O2
MW:150.18
EINECS:207-752-0
Product Categories:Carboxylic Acids;Aliphatics;Carboxylic Acids;Organic acids;Pharmaceutical Intermediates
Mol File:492-37-5.mol
2-PHENYLPROPIONIC ACID Structure
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.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility 9.9g/l
form Liquid
pka4.34±0.10(Predicted)
color Clear pale yellow to yellow
PH3 (5g/l, H2O, 20℃)
Water Solubility 10 g/L (20 ºC)
BRN 1863558
LogP1.699 (est)
CAS DataBase Reference492-37-5(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetic acid, «alpha»-methyl-(492-37-5)
EPA Substance Registry SystemBenzeneacetic 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 Information
ProviderLanguage
DL-Hydratropic acid English
SigmaAldrich English
ACROS English
ALFA English
2-PHENYLPROPIONIC ACID Usage And Synthesis
Chemical Propertiesclear pale yellow to yellow liquid
Uses2-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.
DefinitionChEBI: 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
Purification MethodsFractionally 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 Preparation Products And Raw materials
Raw materialsBenzeneacetonitrile-->Phenylacetic acid
(S)-3-Amino-3-phenylpropanoic acid (2R,3S)-3-Phenylisoserine 9-Carboxyfluorene Ethyl 2-(Chlorosulfonyl)acetate 2-PHENYLPROPIONALDEHYDE Ascoric Acid Phenylacetone Nandrolone phenylpropionate 3-Phenylpropionic acid methyl ester 9-HYDROXYFLUORENE-9-CARBOXYLIC ACID 2,3-Dibromopropionic acid Clobetasol propionate 1-(4-METHOXYPHENYL)-1-CYCLOPENTANECARBOXYLIC ACID 1-Phenyl-2-nitropropene Benzocyclobutyl-1-carboxylic acid ALPHA-PHENYLCYCLOPENTANEACETIC ACID 2-PHENYLPROPIONIC ACID 2-Methylbenzyl cyanide
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