129815-66-3Relevant articles and documents
CHARACTERISTICS OF THE ADDITION OF ORGANIC DISELENIDES TO THE ETHERATES OF CHLORO- AND DICHLOROACETYLENES
Martynov, A. V.,Mirskova, A. N.,Voronkov, M. G.
, p. 841 - 848 (2007/10/02)
The reaction of diorganic diselenides with chloro- and dichloroacetylenes in diethyl ether leads to the formation of 2-chloro- and 1,2-dichlorovinyl selenides respectively in addition to 1,2-bis(organoseleno)chloro- and 1,2-bis(organoseleno)-1,2-dichloroethylenes.In addition, the appearance of the products from the reaction of diethyl ether with dichloroacetylene and with the diorganic diselenides was observed, i.e., 3-ethoxy-1,2-dichloro-1-butene, bis(1,2-dichloro-1-buten-3-yl) ether, 1-phenylselenodiethyl ether, and 1-alkylseleno-3-ethoxy-1,2-dichloro-1-butenes.In addition to disproportionation of the chloroacetylene, accompanied by the generation of a proton, the reactions leading to the last two compounds are evidently responsible for the appearance of 2-chloro- and 1,2-dichlorovinyl selenides in the reaction mixtures.Arguments are presented in favor of a free-radical mechanism, including the formation of the organoselenyl radical.
