| Identification | More | [Name]
DL-2-Phenylpropionic acid | [CAS]
492-37-5 | [Synonyms]
(+/-)-2-PHENYLPROPIONIC ACID
2-PHENYLPROPIONIC ACID
ALPHA-METHYLPHENYLACETIC ACID
DL-2-PHENYLPROPIONIC ACID
DL-HYDRATROPIC ACID
(+/-)-HYDRATROPIC ACID
HYDRATROPIC ACID
RARECHEM AL BO 0089
TIMTEC-BB SBB007855
(±)-α-methylphenylaceticacid
(RS)-2-phenylpropionicacid
alpha-Methylbenzeneacetic acid
alpha-methyl-benzeneaceticaci
alpha-Phenylpropionic acid
benzeneaceticacid,α-methyl-
dl-alpha-Phenylpropionic acid
Propanoic acid, 2-phenyl
α-methylbenzeneaceticacid
α-methylphenylaceticacid
HYDRATROPIC ACID 95% (GC) | [EINECS(EC#)]
207-752-0 | [Molecular Formula]
C9H10O2 | [MDL Number]
MFCD00002650 | [Molecular Weight]
150.17 | [MOL File]
492-37-5.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29163900 |
| Hazard Information | Back Directory | [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.] |
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