Summary
-
1.
It was shown that n-octane is cyclized with formation of propylcyclopentane and trans-1-ethyl-2-methylcyclopentane in almost equal amounts. In the case of n-octane reaction is only one-quarter to one-sixth as fast as in the case of its isomer 2,2,4-trimethylpentane.
-
2.
Results were obtained which suggested that cyclopentane homologs can also undergo cyclization with formation of a five-membered ring (octahydropentalene derivatives).
-
3.
Very pure preparations of stereoisomeric 1-ethyl-2-methylcyclopentanes were synthesized, and their Raman spectra were determined.
Similar content being viewed by others
Literature cited
B. A. Kazanskii, A. L. Liberman, T. F. Bulanova, V. T. Aleksanyan, and Kh. E. Sterin, Proc. Acad. Sci. USSR 95, 77 (1954).
B. A. Kazanskii, A. L. Liberman, V. T. Aleksanyan, and Kh. E. Sterin, Proc. Acad. Sci. USSR 95, 281 (1954).
A. L. Liberman, T. V. Lapshina, and B. A. Kazanskii, Proc. Acad. Sci. USSR 105, 727 (1955).
A. L. Liberman, T. V. Vasina, and B. A. Kazanskii, Proc. Acad. Sci. USSR 117, 430 (1957).
A. L. Liberman, O. V. Bragin, and B. A. Kazanskii, Proc. Acad. Sci. USSR 111, 1039 (1956).
A. L. Liberman, O. V. Bragin, and B. A. Kazanskii, Bull. Acad. Sci. USSR, Div. Chem. Sci. (1959), 879.
A. F. Platé, A. L. Liberman, and N. A. Momma, Bull. Acad. Sci. USSR, Div. Chem. Sci. (1953), 689.
N. D. Zelinskii and Yu. A. Arbuzov, Proc. Acad. Sci. USSR 23, 793 (1939).
G. Chiurdoglu, Bull. Sci. Acad. Roy. Belg. 17, 1404 (1931).
F. D. Rossini, et al., Selected Values of Physical and Thermodynamic Properties of Hydrocarbons and Related Compounds, (Pittsburgh, 1953).
N. D. Zelinskii and M. B. Turova-Polyak, Selected Works of N. D. Zelinskii, Vol. 2 (Izd. AN SSSR, Moscow, 1941), pp. 151 and 224 [In Russian].
V. T. Aleksanyan, Kh. E. Sterin, A. L. Liberman, E. A. Mikhailova, M. A. Pryanishnikova, and B. A. Kazanskii, Bull. Acad. Sci. USSR, Physics Series 19, 225 (1955).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kazanskii, B.A., Liberman, A.L., Loza, G.V. et al. Catalytic cyclization of n-octane with formation of cyclopentane homologs. Russ Chem Bull 8, 1034–1040 (1959). https://doi.org/10.1007/BF00916672
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00916672