Summary
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1.
A method is given for the synthesis of 2-alkoxyethyl vinyl sulfides from 2-alkoxyethanethiols in 70–80% yield.
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2.
A method is proposed for the quantitative determination of vinyl sulfides; it is based on the decomposition reaction occurring in presence of mercuric chloride.
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3.
A study of some of the chemical properties of 2-alkoxyethyl vinyl sulfides shows that vinyl sulfides differ greatly from their oxygen analogs in their reactions.
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M. F. Shostakovsky, E. N. Prilezhaeva, and E. S. Shapiro. Bull, Acad. Sci. USSR, Div. Chem. Sci., 1954, No. 2, 292.
M. F. Shostakovsky, E. N. Prilezhaeva, and E. S. Shapiro, Bull. Acad. Sci. USSR, Div, Chem. Sci., 1954, No. 2, 303.
W. Reppe, Acetylene Chemistry (P. B. Rep., 18852-S), p. 59 (1949).
A. Kh, Khornenko, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1951, No. 3, 280.
A. E. Favorsky and M. F. Shostakovsky, J. Gen. Chem., 13, 1 (1943).
E. N. Prilezhaeva and M. F. Shostakovsky, Syntheses of Organic Substances, Collection No. 2, Acad. Sci. USSR Press, Moscow, 1952, p. 54.
M. F. Shostakovsky, Vinyl Ethers, Acad. Sci. USSR Press, Moscow and Leningrad, 1952.
M. F. Shostakovsky, E. N. Prilezhaeva, and E, S, Shapiro, Bull. Acad. Sci. USSR; Div. Chem. Sci., 1953, No. 2, 357.
E. N. Prilezhaeva, M. F. Shostakovsky, and E. S, Shapiro, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1951, No. 4, 438; No. 5, 560; E. N. Prilezhaeva, E. S, Shapiro, and M. F. Shostakovsky,ibid., 1952, No. 3, 478.
D. S. Tarbell and D. P. Harnish, Chem. Rev., 49, 67 (1951).
J. S. H. Davis and A. E. Oxford. J. Chem. Soc., 1931, 224.
A. N. Nesmeyanov, L. F. Lutsenko, and N. I. Vereschagina, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1947, No. 1, 63.
V. V. Markovnikov, J. Russ. Phys. Chem. Soc., 168 (1898).
L. C. Swallen and C. E. Board, J. Am. Chem. Soc., 52, 651 (1930).
M. Ripper, Monatsh., 21, 1079 (1900).
M. O. Korshun and N. S. Sheveleva, J. Anal. Chem., 7, 104 (1952).
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Shostakovsky, M.F., Prilezhaeva, E.N. Synthesis of sulfur compounds by the aid of vinyl ethers and acetylene communication 9. Synthesis and certain properties of 2-alkoxyethyl vinyl sulfides. Russ Chem Bull 3, 439–445 (1954). https://doi.org/10.1007/BF01167823
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DOI: https://doi.org/10.1007/BF01167823