Conclusions
-
1.
A parallel detection of the primary unstable products of the vacuum pyrolysis of allyltrimethylsilane has been carried out by means of mass spectrometry and matrix IR spectroscopy, and it has been established that dissociation of this compound occurs both into free allyl and trimethylsilyl radicals and simultaneously into propylene and silaethylene.
-
2.
The radical SiMe3 is unstable under the conditions of vacuum pyrolysis at temperatures above 700° and decomposes with formation of Ca2H4, C2H4>CH2, and methyl radicals.
-
3.
The allyl radical is characterized by the ratio of the intensities of the ions generated during its dissociative ionization and the vibrational frequencies in the matrix IR spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
O. M. Nefedov and A. K. Mal'tsev, Plenary lecture at the 6th International Symposium of Organosilicon Chemistry, Budapest, Hungary, August 23–29, 1981 [in Russian].
W. J. Bailey and M. S. Kaufman, Abstr. 157th Am. Chem. Soc. Meeting, Minneapolis, 1969, Org. 57.
I. M. T. Davidson and I. T. Wood, J. Organomet. Chem.,202, C65 (1980).
L. E. Gusel'nikov, N. S. Nameshkin, and V. M. Vdovin, Usp. Khim.,43, 1317 (1974).
L. E. Gusel'nikov, K. S. Konobeevskii, V. M. Vdovin, and N. S. Nameshkin, Dokl. Akad. Nauk SSSR,235, 1086 (1977).
S. Basu, I. M. T. Davidson, R. Laupert, and P. Potzinger, Ber. Buns. Phys. Chem.,83, 1282 (1979).
F. P. Lossing, K. U. Ingold, and I. H. S. Henderson, J. Chem. Phys.,22, 621 (1954).
P. J. Hart and H. R. Friedli, J. Chem. Soc. Chem. Commun., 621 (1970).
Z. Dolejsek and J. Novakova, Collect. Czech. Chem. Commun.,44, 673 (1979).
J. Novakova and Z. Dolejsek, Collect. Czech. Chem. Commun.,44, 2009 (1979).
A. K. Mal'tsev, V. N. Khabashesku, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 1193 (1976).
A. K. Mal'tsev, V. N. Khabashesku, and O. M. Nefedov, Dokl. Akad. Nauk SSSR,233, 421 (1977).
O. M. Nefedov, A. K. Maltsev, and V. N. Khabashesku, V. A. Korolev, J. Organomet. Chem.,201, 123 (1980).
A. K. Maltsev, V. N. Khabashesky, and O. M. Nefedov, J. Organomet, Chem.,226, 11 (1982).
A. K. Mal'tsev, V. A. Korolev, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 2415 (1982).
N. D. Kagramanov, A. K. Mal'tsev, M. Yu. Dubinskii, and O. M. Nefedov, Izv. Akad. Nauk SSSR, Ser. Khim., 536 (1983).
T. W. Bentley and R. A. W. Johnstone, Advances in Physical Organic Chemistry, Vol. 8, Academic Press, New York (1970).
H. Sakurai, A. Hosomi, and M. Kumada, J. Chem. Soc. Chem. Commun., 767 (1970).
S. M. Neider, G. R. Chambers, and M. Jones, Jr., Tetrahedron Lett., 3796 (1979).
I. M. T. Davidson and A. V. Howard, J. Chem. Soc. Faraday Trans, 1,71, 69 (1975).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1078-1083, May, 1983.
The authors thank V. N. Khabashesku for valuable comments during a discussion of the paper.
Rights and permissions
About this article
Cite this article
Mal'tsev, A.K., Korolev, V.A., Kagramanov, N.D. et al. Direct detection of unstable intermediates from the pyrolysis of allyltrimethylsilane by means of mass spectrometry and matrix IR spectroscopy. Russ Chem Bull 32, 975–980 (1983). https://doi.org/10.1007/BF00956149
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00956149