5-FORMYL-2-THIOPHENECARBOXYLIC ACID Chemical Properties

Melting point:

169 °C

Boiling point:

371.4±27.0 °C(Predicted)

Density 

1.514±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

3.05±0.10(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C6H4O3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H,(H,8,9)

InChIKey

VFEAMMGYJFFXKV-UHFFFAOYSA-N

SMILES

C1(C(O)=O)SC(C=O)=CC=1

CAS DataBase Reference

4565-31-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36

Safety Statements 

26-36

Hazard Note 

Irritant

HS Code 

29349990

5-FORMYL-2-THIOPHENECARBOXYLIC ACID Usage And Synthesis

Chemical Properties

Bright red solid

Uses

5-Formyl-2-thiophenecarboxylic acid is a thiophene derivative as immunomodulating agents useful in the treatment of autoimmune diseases.

Synthesis

General procedure for the synthesis of 5-formyl-2-thiophenecarboxylic acid from methyl 5-formylthiophene-2-carboxylate: the compound methyl 5-formylthiophene-2-carboxylic acid (2 g, 12.8 mmol) was dissolved in 200 mL of a mixed solvent (THF:H2O = 1:1), and the hydrolysis reaction was carried out by adding KOH (1.1 g, 19.2 mmol). Upon completion of the reaction, THF was removed by distillation under reduced pressure.Subsequently, the pH of the aqueous layer was adjusted to 1-2 with 1N HCl solution and extracted with ethyl acetate (200 mL × 5), resulting in the target compound 5-formyl-2-thiophenecarboxylic acid (1.2 g, 59% yield).1H NMR (300 MHz, CDCl3) δ 10.00 (s, 1H), 7.93- 7.92 (d, J = 3.92 Hz, 1H), 7.78-7.77 (d, J = 3.9 Hz, 1H).13C NMR (300 MHz, CDCl3) δ 182.2, 163.30, 141.57, 139.70, 133.79, 132.

References

[1] Patent: WO2004/37808, 2004, A1. Location in patent: Page 14-15; 93

5-FORMYL-2-THIOPHENECARBOXYLIC ACID(4565-31-5)Related Product Information

• 5-Formyl-2-thiophenecarboxylic acid methyl ester
• 2,5-Thiophenedicarboxylic acid
• 3,4-Dihydroxy-thiophene-2,5-dicarboxylic acid dimethyl ester
• 5-FORMYL-2-THIOPHENECARBOXYLIC ACID
• 5-Acetylthiophene-2-carboxylic acid
• 2,5-Dicarboxylic acid-3,4-ethylenedioxythiophene
• Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester
• 2-CHLORO-5-(5-ETHOXYCARBONYL-2-THENOYL)PYRIDINE
• 2-CHLORO-3-(5-ETHOXYCARBONYL-2-THENOYL)PYRIDINE
• 2,5-Thiophenedicarboxylic acid dimethyl ester
• THIOPHENE-2,5-DICARBOXYLIC ACID DISODIUM SALT
• ETHYL 5-THENOYL-2-THIOPHENE CARBOXYLATE
• 2-Formyl-3-thiophenecarboxylic acid methyl ester
• 3-Formyl-2-thiophenecarboxylic acid methyl ester
• 2-Formyl-3-thiophenecarboxylic acid
• 5-Formyl-3-thiophenecarboxylic acid
• 4-Formyl-2-thiophenecarboxylic acid
• 3-formyl-2-thiophenecarboxylic acid