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Rearrangement of organosilicon mercaptals

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  1. 1.

    It is found that silicon-containing mercaptals [R3Si(CH2)nS]2 · CHCH3 are easily rearranged to the isomeric dithioethylene glycol ethers R3Si(CH2)nSCH2CH2S(CH2)nSiR3.

  2. 2.

    When the given process was studied on the example ofβ, β′ -triethylsilylethyl mercaptal it was established that, in contrast to organic compounds of similar structure, 1,2-bis(β-triethylsilylethylthio)ethane is the sole isomerization product.

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Literature cited

  1. 1.

    M. F. Shostakovskii, N. V. Komarov, and N. N. Vlasova, Intern. Symp. Organosilicon Chem., Sci. Commun., Suppl., Prague,1965, p. 22; C. A.,65, 8950b (1966).

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    M. F. Shostakovskii, E. N. Prilezhaeva, and E. S. Shapiro, Izv. AN SSSR, Otd. Khim. Nauk,1953, 357.

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    V. I. Laba and E. P. Gracheva, Izv. AN SSSR, Ser. Khim.,1964, 548.

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    A. B. Terent'ev and R. G. Petrova, Izv. AN SSSR, Ser. Khim.,1963, 2153.

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    A. B. Terent'ev, Izv. AN SSSR, Ser. Khim.,1965, 1258.

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    A. B. Terent'ev, G. N. Shvedova, and R. Kh. Freidlina, Izv. AN SSSR, Ser. Khim.,1966, 741.

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    N. V. Komarov and N. N. Vlasova, Izv. AN SSSR, Ser. Khim.,1965, 1687.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2678–2681, December, 1967.

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Shostakovskii, M.F., Komarov, N.V., Vlasova, N.N. et al. Rearrangement of organosilicon mercaptals. Russ Chem Bull 16, 2552–2554 (1967). https://doi.org/10.1007/BF00908494

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  • Ether
  • Glycol
  • Organic Compound
  • Ethane
  • Isomerization Product