Summary
-
1.
A method was developed for the preparation of mixed diacetylenic organosilicon glycols. Five such glycols were prepared for the first time: 4,4′-(methylphenylsilylene)-, 4,4′-(ethylphenylsilylene)-, 4,4′-(diphenylsilylene)-, 4,4′-(diethylsilylene)-, and 4,4′-(methylnaphthylsilylene)-bis[2-methyl-3-butyn-2-ol).
-
2.
The presence of hydroxy groups in the mixed organosilicon glycols was proved by the synthesis of the corresponding acetyl derivatives (VI).
-
3.
4,4′-(Methylphenylsilylene)bis[2-methyl-3-butyn-2-ol] diacetic ester and 4,4′-(methylphenylsilylene)-bis[2-methyl-2-butanol] were prepared and characterized for the first time.
-
4.
The presence of two triple bonds in the glycols was proved by quantitative catalytic hydrogenation to the corresponding saturated compounds.
Literature cited
A. E. Favorsky, Soviet Patent No. 31016 to 11. VII. 1932; A. E. Favorsky, Selected Works, Moscow, 1940; T. A. Favorsky et al., J. Gen, Chem. 10, 461, 451, 446 (1940); I. N. Nazarov, Prog. Chem. 20, 309 (1951); S. N. Danilov, J. Gen. Chem. 10, 587 (1940); I. A. Shikhiev, J. Gen. Chem. 16, 657 (1946); 20, 839 (1950); M. F. Shostakovsky and I. A. Shikhiev, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1953, 106; 1954,* 931, 945.
M. F. Shostakovsky, I. A. Shikhiev, and N. V. Komarov, Proc. Acad. Sci. USSR 109, 344 (1956).
I. A. Shikhiev, M. F. Shostakovsky, and N. V. Komarov, Proc. Azerbaizhan Acad. Sci. 12, 553 (1956).
M. F. Shostakovsky, I. A. Shikhiev, and N. V. Komarov, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1956, 1271.
A. D. Petrov, L. L. Shchukovskaya, and Yu. P. Egorov, Proc. Acad. Sci. USSR 93, No. 2, 293 (1953).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Shikhiev, I.A., Kayutenko, L.A. Synthesis and reactions of unsaturated organosilicon compounds. Russ Chem Bull 6, 1016–1019 (1957). https://doi.org/10.1007/BF01173601
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01173601