Summary
-
1.
The contact-catalysis transformations of propyl- and isopropyl-benzenes were investigated at a nickel-alumina catalyst at various temperaturs (350–465°) and at hydrogen pressures of 25 and 30 arm.
-
2.
It was found that, under these catalysis conditions at 465°, about 98% of the original hydrocarbon undergoes far-reaching transformations.
-
3.
It was shown that the main reaction in the transformations of propyl- and isopropyl-benzenes is the hydrogenolysis of the side chain with formation of complete and partial dealkylation products; benzene, toluene, and ethylbenzene. Proceeding simultaneously with hydrogenolysis are reactions of hydrogenation of the benzene ring, contraction of a six-membered ring to a five-membered, hydrogenolysis of the latter, and isomerization of the side chain of the original hydrocarbon (propyl into isopropyl, and vize versa).
-
4.
The transformations of the investigated hydrocarbons included their methylation by methylene radicals formed by the decomposition of cycloalkanes (produced in the process) at the surface of the nickel-alumina catalyst.
Similar content being viewed by others
Literature cited
R. D. Obolentsev and N. N. Gryaznov, Prod. Acad. Sci. USSR 73, 1, 121 (1950).
B. Grinsfelder, H. Voge, S. Good, Ind. Eng. Chem. 37, 1168 (1945).
K. F. Lavrovsky, Yu. A. ???, and N. N. Naimushin, Proc. Petroleum Inst. 2, 110 (1952).
V. Haensel, G. R. Donaldson, Ind. Eng. Chem. 43, No. 9, 2102 (1952).
N. I. Shuikin, N. G. Berdnikova, and S. S. Nevikov, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1953, No. 5, 879. (T.p. ?79);
N. I. Shulkin and N. G. Berdnikova, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1955, No. 1, 109 (T.p. 95).
N. D. Zelisnky and N. I. Shuikin, Proc. Acad. Sci. USSR, 3, No. 4, 255 (1934).
K. M. Minachev, N. I. Shuikin, L. M. Feefanova, E. G. Treschehova, and T. P. Yudkina, Bull. Acad. Sci. USSR, Div. Chem. Sci. 1954, No. 6, 1067. (T. p.929).
N. D. Zelinsky and G. S. Pavlov, J. Russ. Chem. Soc. 58, 1311 (1926).
F. Ullmann, J. B. Uzbachian, Ber. 36, 1798 (1903).
B. L. Moldavsky, G. D. Kamuscher, and M. V. Kobylskaya, J. Gen. Chem. 7, 167 (1937).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Shuikin, N.I., Berdanikova, N.G. & Egorov, Y.P. High-temperature reactions of propyl-and isopropyl-benzenes over a nickel-alumina catalyst in presence of hydrogen at high pressure. Russ Chem Bull 5, 43–48 (1956). https://doi.org/10.1007/BF01178011
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01178011