Conclusions
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1.
The homolytic reaction of n-butyl propargyl sulfide with n-butyl mercaptan under the influence of UV light, using a variable ratio of the reactants, leads to the formation of 1,3-bis(butylthio)propene and 1,2,3-tris(butylthio)propane.
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2.
The reaction of n-butyl mercaptan with propargyl chloride under the influence of UV light at 25° gives, along with 1-chloro-2,3-bis(butylthio)propane and 1,2,3-tris(butylthio)propane, also 1,1,3-tris(butylthio)propane.
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3.
The addition of n-butyl mercaptan to 1,3-bis(butylthio)propene in the presence of HC1 gives 1,1,3-tris(butylthio)propane.
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M. Ya. Khorlina, I. A. Shvarts, and R. Kh. Freidlina, Izv. Akad. Nauk SSSR, Ser. Khim., 2751 (1969).
W. H. Mueller and P. E. Butler, J. Am. Chem. Soc.,88, 2866 (1966).
I. L. Knunyants, M. G. Lin'kova, and N. D. Kuleshova, Izv. Akad. Nauk SSSR, Ser. Khim., 1069 (1966).
K. Yamagishi, T. Tanaka, and T. Hoshino, Bull. Chem. Soc. Japan,29, 447 (1956).
L. Brandsma, H. E. Wijers, and J. F. Arens, Rec. Trav. Chim.,82, 1043 (1963).
R. Kh. Freidlina, A. B. Terent'ev, and R. G. Petrova, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 282 (1962).
J. R. Catch, A. H. Cook, A. R. Graham, and J. Heilbron, J. Chem. Soc., 1609 (1947).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2009–2013, September, 1972.
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Khorlina, M.Y., Shvarts, I.A., Dostovalova, V.I. et al. Radical addition of n-butyl mercaptan to propargyl systems. Russ Chem Bull 21, 1951–1954 (1972). https://doi.org/10.1007/BF00854613
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DOI: https://doi.org/10.1007/BF00854613