2-Acetylthiophene

Chemical properties

clear colorless to slightly yellow liquid

The Uses of 2-Acetylthiophene

2-Acetylthiophenes are important industrial chemical intermediates in biological medicine, agricultural chemicals, macromolecular material, conductive material, Etc. aspect be widely used.
Medical domain: It is the intermediate 2- thiophene second for synthesizing broad spectrum antibiotic cefoxitin, cefaloridine and Cefoxitin Acid, non-steroidal anti-inflammatory analgesics Tiaprofenic Acid and 2- acetyl thiophenes azine and its transition metal Cu2+ with antitumor activity, The vital source material of Fe2+ complex etc.
Chemical field: It is an important chemical reagent Due to its gas-chromatography peak, and pharmaceutical intermediate 3- thiophenecarboxaldehydes Peak value is closer to, therefore, can be used to the internal standard compound for making to determine 3- thiophenecarboxaldehydes. It is also a synthesis of organic intermediate thiophene chalcone, an Important source material.
Field of food: Food aromatizing agent is widely used by foreign countries due to the taste of its special similar onion.

Definition

ChEBI: 2-Acetylthiophene is an aromatic ketone.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 8, 1943
The Journal of Organic Chemistry, 36, p. 540, 1971 DOI: 10.1021/jo00803a011
Tetrahedron Letters, 40, p. 3109, 1999 DOI: 10.1016/S0040-4039(99)00476-1

Safety Profile

Poison by intraperitoneal route. A flammable liquid. When heated to decomposition emits toxic fumes of SOx,.

Purification Methods

Fractionally distil the thiophene through a 12-plate column, and fraction b 77o/4mm is collected. Also wet the acetylthiophene in order to remove and free thiophene which forms an azeotrope with H2O, b 68o. Store it in a brown bottle, and the clear colourless liquid remains thus for extended periods. [Kosak & Hartough Org Synth Coll Vol III 14 1955, Hartough & Kosak J Am Chem Soc 69 3093 1947.] The red 4-nitrophenylhydrazone crystallises from EtOH with m 181-182o. [Beilstein 17/9 V 387.]