Thiophene-3,4-dicarboxylic acid Chemical Properties

Melting point:

227-231 °C

Boiling point:

272.46°C (rough estimate)

Density 

1.473 (estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

3.36±0.20(Predicted)

form 

Crystalline Powder

color 

Yellow to beige-pinkish or light brown

λmax

240nm(H2O)(lit.)

InChI

InChI=1S/C6H4O4S/c7-5(8)3-1-11-2-4(3)6(9)10/h1-2H,(H,7,8)(H,9,10)

InChIKey

ZWWLLYJRPKYTDF-UHFFFAOYSA-N

SMILES

C1SC=C(C(O)=O)C=1C(O)=O

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:ACROS

Thiophene-3,4-dicarboxylic acid Usage And Synthesis

Chemical Properties

yellow to beige-pinkish or light brown crystalline

Uses

Thiophene-3,4-dicarboxylic Acid is used in preparation of dibromo thienofuran dione.

Uses

Synthetic precursor for organic electronics materials.

Synthesis

Thiophene-3,4-dicarbonitrile (13.4 g, 100 mmol) and KOH (56.1 g, 1 mol) were dissolved in ethylene glycol (167 ml), and heated under stirring overnight. The solution was cooled, put into distilled water, and washed with diethyl ether. The aqueous layer was oxidized with saturated hydrochloric acid, and organic materials were extracted with ethyl acetate. The organic layer was dried over MgSO and the4, solvent was evaporated Then, recrystallization was performed in distilled water to obtain thiophene-3,4-dicarboxylic acid (15.2 g, 88percent).

References

[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993, # 9, p. 1589 - 1596
[2] Patent: WO2008/127029, 2008, A1. Location in patent: Page/Page column 18
[3] Patent: US2010/99840, 2010, A1
[4] Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 1103 - 1108
[5] Journal of the American Chemical Society, 2012, vol. 134, # 46, p. 19035 - 19042

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