Conclusions
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1.
The reaction of ethylene sulfide with the p-anisyl- and p-tolydiazonium chlorides in the presence of CuCl2 leads to the correspondingβ-chloroethyl aryl sulfides and diaryl disulfides.
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2.
Radicals of type ArSCH2CH2 are formed when aryl radicals act on ethylene sulfide, which are stabilized either by fragmentation (formation of disulfide) or, without fragmentation, by reaction with CuCl2 (formation ofβ-chloroethyl aryl sulfide).
Literature cited
P. Sigwalt, Chim. Ind.-Génie Chim.,104, 47 (1971).
E. Jakubowski, M. G. Ahmed, E. M. Lown, H. S. Sandhu, R. K. Gosavi, and O. P. Strausz, J. Am. Chem. Soc.,94, 4094 (1972).
J. K. Weseman, R. Williamson, J. L. Greene, Jr., and P. B. Shevlin, Chem. Commun., 901 (1973).
B. V. Kopylova, Sh. A. Karapet'yan, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 1910 (1974).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1183–1185, May, 1975.
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Kopylova, B.V., Yashkina, L.V., Karapet'yan, S.A. et al. Radical reaction of ethylene sulfide with aryldiazonium chloeides in presence of CuCl2 . Russ Chem Bull 24, 1090–1091 (1975). https://doi.org/10.1007/BF00922973
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DOI: https://doi.org/10.1007/BF00922973