white to light yellow crystal powder
2-Thiopheneacetic acid is used in the preparation of rosette-like nanoscale gold materials. Further, it is used as a pharmaceutical intermediate for cefaloridine and cefalotin sodium.
ChEBI: 2-thienylacetic acid is a thiophene compound having a carboxymethyl group at the 2-position. It has a role as an allergen. It is a member of thiophenes and a monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of a thien-2-ylacetate.
Canadian Journal of Chemistry, 46, p. 1057, 1968
DOI: 10.1139/v68-179Journal of the American Chemical Society, 72, p. 4326, 1950
Adsorption of 2-thiopheneacetic acid on XAD-4, NDA-100 and ND-90 resin has been investigated. A new polymeric complex of Cu(II) and 2-thiopheneacetic acid has been synthesized and characterized by IR and Raman spectroscopy.
Steps for the synthesis of 2-thiophene acetic acid: 1 g of ethyl 2-(thiophen-2-yl)acetate was dissolved in 4 mL of ethanol, 8 mL of 4N NaOH aqueous solution was added, and the reaction was stirred at room temperature for 1 hour. Upon completion of the reaction, the reaction mixture was adjusted to pH 1 with 1N HCl aqueous solution and subsequently extracted with dichloromethane. The organic phase was separated and concentrated under reduced pressure to remove the solvent to give the oily product 2-thiopheneacetic acid. The yield was close to quantitative.ESI-MS m/z: 141.0 [M-H]
Crystallise the acid from ligroin, hexane and/or distil it in a vacuum. The amide has m 148o (from H2O or pet ether). [Beilstein 18 H 293, 18 III/IV 4062, 18/6 V 207.]
[1] Patent: EP2848617, 2015, A1. Location in patent: Paragraph 0243; 0244
[2] Patent: US2015/141419, 2015, A1. Location in patent: Paragraph 0303; 0304
[3] Journal of Organic Chemistry, 1958, vol. 23, p. 1289,1290
