Thiophene

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thiophene

[′thī·ə‚fēn]
(organic chemistry)
C4H4S A toxic, flammable, highly reactive, colorless liquid, insoluble in water, soluble in alcohol and ether, boils at 84°C; used as a chemical intermediate and to make condensation copolymers. Also known as thiofuran.

Thiophene

 

a heterocyclic compound. Thiophene is a colorless liquid with an odor similar to that of benzene. Melting point, –38.3°C, boiling point, 84.1°C. It is sparingly soluble in water but freely soluble in organic solvents.

Thiophene is contained in the benzene fraction of coal tar (from which it is extracted), as well as in the semicoking products of Volga shale. It may be produced synthetically by pyrolysis of a mixture containing the sodium salt of succinic acid and phosphorus trisulfide; it is also obtained from butane and sulfur and, using a method developed by Iu. K. Iur’ev, from furan. Thiophene is a typical aromatic compound: it can be readily halogenated, sulfurized, and alkylated. Certain thiophene derivatives are used as biologically active substances (modified penicillins; anthelmintics) and complexones (thienyltrifluoroacetone).

References in periodicals archive ?
Of particular interest is the Y-C (Y = O in furan, Y = NH in pyrrole, and Y = S in thiophen) bond distance.
Table 3 lists the computed complexation energies for the [X.sub.3]AlY[C.sub.4][H.sub.4] (X = H, F, Cl and Br; Y = O in furan, Y = NH in pyrrole, and Y = S in thiophen), donor-acceptor complexes and the charge transfer from Y[C.sub.4][H.sub.4] Lewis bases to Al[X.sub.3] Lewis acids ([Q.sub.t]).
The furan complexes with Al[X.sub.3] (X = H, F, Cl and Br) Lewis acids are calculated to be more strongly bound than the respective pyrrole and thiophen complexes.
Zali-Boinee, "A versatile one-pot synthesis of 2,3,5-tri-substituted thiophenes from thiomorpholides," Tetrahedron Letters, vol.
Thiophenes attached to the benzothiadiazole assist the moieties to absorb light with longer wavelength during the light absorption process.
The blue shift of the absorption peak could be due to the distortion of benzothiadiazole and thiophenes rings.