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.
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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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).
M. F. Shostakovskii, E. N. Prilezhaeva, and E. S. Shapiro, Izv. AN SSSR, Otd. Khim. Nauk,1953, 357.
V. I. Laba and E. P. Gracheva, Izv. AN SSSR, Ser. Khim.,1964, 548.
A. B. Terent'ev and R. G. Petrova, Izv. AN SSSR, Ser. Khim.,1963, 2153.
A. B. Terent'ev, Izv. AN SSSR, Ser. Khim.,1965, 1258.
A. B. Terent'ev, G. N. Shvedova, and R. Kh. Freidlina, Izv. AN SSSR, Ser. Khim.,1966, 741.
N. V. Komarov and N. N. Vlasova, Izv. AN SSSR, Ser. Khim.,1965, 1687.
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
- Organic Compound
- Isomerization Product