925-89-3Relevant articles and documents
Strausz et al.
, p. 717,720 (1965)
Initiation of thermal reactions of sulfur compounds by dialkyl selenides
Deryagina,Sukhomazova,Levanova,Shilkina,Korchevin
, p. 359 - 363 (2007/10/03)
The use of diethyl selenide (20-40 mol %) as initiator in the gas-phase synthesis of thiophene from diethyl disulfide and acetylene increases the selectivity of the process and the yield of thiophene from 40 to 92%. As a result, this reaction becomes the most efficient preparative method for the synthesis of thiophene and also of selenophene which is formed in up to 70% yield. The complete conversion of both sulfur-and selenium-containing reagents is attained. Due to much different boiling points, thiophene and selenophene can readily be separated by rectification of the reaction mixture. Dialkyl selenides also initiate other thermal reactions of hydrogen sulfide and organic sulfides.
HIGH-TEMPERATURE ORGANIC SYNTHESIS XXXV. THERMAL REACTIONS OF DI(1-PROPENYL) SULFIDE
Ostroukhova, L. A.,Deryagina, E. N.,Korchevin, N. A.,Musorin, G. K.,Amosova, S. V.,Voronkov, M. G.
, p. 301 - 305 (2007/10/02)
The thermolysis of dipropenyl sulfide in a flow-type system in an atmosphere of nitrogen at 450-540 deg C leads to propenethiol, thiophene, methylthiophenes, and 2-ethylthiophene.The formation of the thiophene derivatives results from intramolecular radical cyclization of the initial sulfide.Dimethyl selenide (5-10 mole percent) substantially accelerates the thermolysis of dipropenyl sulfide, and the yield of 2-ethylthiophene at 450-480 deg C is increased appreciably.The high-temperature reactions of di(1-propenyl) sulfide with 2-halogenothiophenes and acetylene confirm that the propenethiol and thiophene derivatives are formed in parallel during the thermolysis of dipropenyl sulfide.