88-15-3

clear colorless to slightly yellow liquid

2-Acetylthiophene is used as an intermediate in the manufacturing of drugs like Tiamonium Iodide, Suprofan, Stepronin, Tenonitrozole, Namirotene, etc.

ChEBI: 2-Acetylthiophene is an aromatic ketone.

Although the condensation product of TeCl4 with 2-acetylthiophene, the bis(2-thiophenoylmethyl)tellurium dichloride has been obtained in poor yields, the reaction product of TeCl4 with 2-acetylpyridine still remains uncharacterized. These observations highlight the substantial role heteroaromatic moiety electronic factors play in the electrophilic reactions of their acetyl derivatives.[1]

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

2-Acetylthiophene is miscible at 25°C with triethylene glycol, methanol, ethanol, n-butanol, diethyl ether, dioxane, cellulose butyl ester, ethyl acetate, acetone, acetonitrile, carbon disulphide, carbon tetrachloride, nitromethane, acetic acid, thiophene, tetranaphthalene, aminobenzene, and benzene . It is immiscible with water, glycerol, ethylene glycol, decahydronaphthalene, cyclohexane, diisobutylene, 1-hexadecene, and n-heptane. When equal volumes are mixed, 2-acetylthiophene is miscible with n-heptane above 60.8°C and with ethylene glycol above 31.1°C.
[1] JOHNSON G C. Physical Properties of 2-Acetylthiophene[J]. Journal of the American Chemical Society, 1947, 69 1: 150-152. DOI:10.1021/ja01193a040.

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.]

[1] Chauhan, A. K. S., Singh, P., Srivastava, R. C., Butcher, R. J., & Duthie, A. (2010). α-Telluration of 2-acetylthiophene: Electronic influence of the heteroaromatic moiety on solid state structures. Journal of Organometallic Chemistry, 695 23, Pages 2532-2539. https://doi.org/10.1016/j.jorganchem.2010.07.025