Thiophene-3,4-dicarboxylic acid

Chemical Properties

yellow to beige-pinkish or light brown crystalline

Uses

Synthetic precursor for organic electronics materials.

Uses

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

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