ChemicalBook--->CAS DataBase List--->75908-73-5

75908-73-5

75908-73-5 Structure

75908-73-5 Structure
IdentificationBack Directory
[Name]

2-(4-fluorophenyl)propionic acid
[CAS]

75908-73-5
[Synonyms]

2-(4-fluorophenyl)propionic acid
2-(4-Fluorophenyl)propanoic acid
4-Fluoro-α-methylbenzeneacetic acid
4-Fluoro-alpha-methylphenylaceticacid
(+/-)-2-(4-flurophenyl)propanoic acid
Benzeneacetic acid, 4-fluoro-α-methyl-
4-Fluoro-alpha-methylphenylacetic acid,98%
[EINECS(EC#)]

278-340-6
[Molecular Formula]

C9H9FO2
[MDL Number]

MFCD00054492
[MOL File]

75908-73-5.mol
[Molecular Weight]

168.16
Chemical PropertiesBack Directory
[Boiling point ]

258.8±15.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

4.31±0.10(Predicted)
[color ]

Off-white
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H312+H332
[Precautionary statements ]

P260-P280-P312
[RIDADR ]

2811
[HazardClass ]

6.1
[PackingGroup ]

[HS Code ]

2918199890
Spectrum DetailBack Directory
[Spectrum Detail]

2-(4-fluorophenyl)propionic acid(75908-73-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

methyl 2-(4-fluorophenyl)propanoate

50415-71-9

2-(4-fluorophenyl)propionic acid

75908-73-5

The general procedure for the synthesis of 2-(4-fluorophenyl)propionic acid from the compound (CAS: 50415-71-9) was as follows: under stirring conditions, racemic methyl 2-(4-thieno-phenyl)propionate (18.9 g) was dissolved in ethanol (200 mL) and an aqueous solution of potassium hydroxide (35 g) (200 mL) was slowly added. The reaction mixture was stirred continuously at 0 °C for 4 hours. Upon completion of the reaction, the pH was adjusted to 5 with 4.0 M hydrochloric acid, followed by extraction of the reaction mixture with ethyl acetate. The organic phase was separated and the solvent was removed by distillation under reduced pressure to give 15.64 g of 2-(4-fluorophenyl)propionic acid as a crude product. The crude product could be used directly in the subsequent reaction without further purification. The structure of the product was confirmed by 1H-NMR (300 MHz, DMSO-d6): δ [ppm] = 1.31 (d, 3H), 3.66 (q, 1H), 7.05-7.15 (m, 2H), 7.24-7.33 (m, 2H), 12.30 (s, 1H).

[References]

[1] Organic letters, 2002, vol. 4, # 3, p. 371 - 373
[2] Journal of Organic Chemistry, 2003, vol. 68, # 19, p. 7234 - 7242
[3] Patent: WO2010/31183, 2010, A1. Location in patent: Page/Page column 18
[4] Patent: WO2013/87579, 2013, A1. Location in patent: Page/Page column 134; 135
[5] Patent: WO2014/9219, 2014, A1. Location in patent: Page/Page column 107; 108
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