Conclusions
-
1.
In the presence of a Co catalyst at temperatures up to 120° and pressures up to 80 atm, aceto-and propiophenone are reduced only at the carbonyl group; there are no products of hydrogenation of the aromatic ring in the catalyzate.
-
2.
The alkylphenylcarbinol formed undergoes hydrogenolysis at the C-OH bond on a Co catalyst even at room temperature. At 100° and 80 atm, an aliphatic-aromatic ketone is entirely reduced to the hydrocarbon.
-
3.
In the presence of an Ni-Al2O3 catalyst, reduction of the C=O group of the ketone and hydrogenolysis of the C-OH bond of the alkylphenylcarbinol predominate, but the aromatic ring is also partially hydrogenated.
-
4.
Hydrogenation and hydrogenolysis proceed on different portions of the active surface: selective reduction of the ketone to an alkylphenylcarbinol can be achieved by partial poisoning of a Co or Ni catalyst with cadmium (or lead).
Similar content being viewed by others
Literature cited
N. S. Barinov, D. V. Mushenko, E. G. Lebedeva, and A. A. Balandin, Transactions of the Second All-Union Conference [in Russian], Izd-vo Nauk Kazakhskoi SSR, Alma-Ata (1967), pp.130, 154.
A. A. Balandin, The Multiplet Theory of Catalysis [in Russian], Izd-vo Mosk, Un-ta (1964).
H. Adkins, J. Amer. Chem. Soc.,52, 4349 (1930).
W. Theilacker and H. Drossier, Ber.,87, 1687 (1954).
E. Breither, E. Roginski, and P. Rylander, J. Organ. Chem.,24, 1885 (1959).
L. Kh. Oreidlin, N. V. Borunova, L. I. Gvinter, D. I. Lainer, and N. M. Kogan, Neftekhimiya,4, 547 (1964).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2290–2295, October, 1969.
Rights and permissions
About this article
Cite this article
Freidlin, L.K., Borunova, N.V., Daniélova, S.S. et al. Investigation of the reduction of aceto- and propiophenone in the presence of Co and Ni catalysts: Influence of poisons. Russ Chem Bull 18, 2137–2140 (1969). https://doi.org/10.1007/BF00906635
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00906635