4-(4-Chlorophenyl)butanoic acid Chemical Properties

Melting point:

55 °C

Boiling point:

181-184 °C

Density 

1.227±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.74±0.10(Predicted)

Appearance

White to light brown Solid

Safety Information

HS Code 

29163990

4-(4-Chlorophenyl)butanoic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-(4-chlorophenyl)butyric acid from 3-(4-chlorobenzoyl)propionic acid: A mixture of 4-(4-chlorophenyl)-4-oxobutanoic acid (1 eq.), potassium hydroxide (KOH, 3 eq.), and hydrazine hydrate (2.2 eq.) in ethylene glycol was placed in a reaction flask and azeotropically refluxed for 5 hr at 120-130 °C. Subsequently, the reaction temperature was gradually increased to 180 °C and the reflux was continued at 190 °C for 3 hours. After completion of the reaction, the reaction mixture was cooled to 25 °C, diluted with water and poured into 2.5 N hydrochloric acid (HCl) solution for acidification, and white crystals were precipitated to give 4-(4-chlorophenyl)butyric acid in 89% yield.

References

[1] Patent: US6410585, 2002, B1
[2] Journal of Medicinal Chemistry, 1982, vol. 25, # 8, p. 947 - 952
[3] Patent: US2005/165004, 2005, A1. Location in patent: Page/Page column 28
[4] Patent: WO2015/134973, 2015, A1. Location in patent: Page/Page column 97; 98
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 41, p. 12476 - 12480

4-(4-Chlorophenyl)butanoic acid(4619-18-5)Related Product Information

• 3-(4-Chlorobenzoyl)propionic acid
• 3-(P-CHLOROBENZOYL)-BUTYRIC ACID
• 4-(4-CHLOROPHENYL)-2-(4-METHYLPHENYL)-4-OXOBUTANOIC ACID
• ETHYL 2-ACETYL-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE
• 3-BROMO-4-(4-CHLORO-PHENYL)-4-OXO-BUTYRIC ACID
• METHYL 4-(4-CHLOROPHENYL)-2-(4-METHYLPHENYL)-4-OXOBUTANOATE
• 4-(2,4-DICHLOROPHENYL)-4-OXOBUTYRIC ACID
• 2-(3-chlorophenyl)-4-(4-chlorophenyl)-4-oxobutanoic acid
• 4-(4-CHLORO-PHENYL)-4-OXO-BUTYRIC ACID ETHYL ESTER
• 4-(4-CHLOROPHENYL)-2-(2,3-DICHLOROPHENYL)-4-OXOBUTANOIC ACID
• METHYL 4-(4-CHLOROPHENYL)-2-(2,4-DICHLOROPHENYL)-4-OXOBUTANOATE
• 4-(4-CHLOROPHENYL)-2-(3-METHYL-5-OXO-1-PHENYL(2-PYRAZOLIN-4-YL))-4-OXOBUTANOIC ACID
• 4-(4-CHLOROPHENYL)-2-(2,4-DICHLOROPHENYL)-4-OXOBUTANOIC ACID
• CLIDANAC
• METHYL 4-(4-CHLOROPHENYL)-2-(2,3-DICHLOROPHENYL)-4-OXOBUTANOATE
• 4-(4-CHLOROPHENYL)-2,4-DIOXOBUTANOIC ACID
• METHYL 2-(3-CHLOROPHENYL)-4-(4-CHLOROPHENYL)-4-OXOBUTANOATE
• METHYL 4-(4-CHLOROPHENYL)-2-(4-ETHYLPHENYL)-4-OXOBUTANOATE