4-OXO-4-(2-THIENYL)BUTYRIC ACID Chemical Properties

Melting point:

118-121 °C(lit.)

Boiling point:

400.5±25.0 °C(Predicted)

Density 

1.334±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

4.44±0.17(Predicted)

Appearance

White to off-white Solid

BRN 

133870

CAS DataBase Reference

4653-08-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-OXO-4-(2-THIENYL)BUTYRIC ACID Usage And Synthesis

Chemical Properties

Beige crystalline powder

Definition

ChEBI: A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and 2-thienyl groups at position 4.

Synthesis

General procedure for the synthesis of 3-(2-thiophenecarbonyl)propionic acid from the compound (CAS:188290-36-0) and succinic anhydride: thiophene (5.0 g, 0.059 mol) and succinic anhydride (7.13 g, 0.0713 mol) were dissolved in ethylene dichloride (50 mL). Aluminum chloride (17.43 g, 0.131 mol) was added at room temperature and the resulting mixture was heated to reflux for 1 hour with stirring. The reaction mixture was cooled to room temperature and diluted with 30 mL of a 1:1 mixture of water and concentrated hydrochloric acid. After stirring for 10 min, the solid was separated by diafiltration and washed with water and dilute hydrochloric acid (50 mL). The solid was dried at room temperature to give 9.8 g (89% yield) of 3-(2-thiophenecarbonyl)propionic acid with a melting point of 103-107°C. 1H NMR (CDCl3, δ): 7.69 (dd, 1H), 7.58 (dd, 1H), 7.07 (dd, 1H), 3.9 (bs, 1H), 3.23 (t, 2H), 2.74 (t, 2H). 2H).

References

[1] Patent: WO2004/26848, 2004, A1. Location in patent: Page 33
[2] European Journal of Pharmacology, 2014, vol. 727, # 1, p. 1 - 7
[3] Patent: CN108341797, 2018, A. Location in patent: Paragraph 0008; 0017
[4] Patent: WO2010/76188, 2010, A1. Location in patent: Page/Page column 17-19
[5] Archiv der Pharmazie, 1988, vol. 321, # 10, p. 735 - 738

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