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Directed change in the selectivity of the action of catalysts in the process of hydrogenation of the dienone group Report 1. Hydrogenation of 6-methylheptadiene-3, 5-one-2 on nickel catalysts

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The possibility of changing the selectivity of the action of a nickel catalyst in the process of hydrogenation of 6-methylheptadiene-3,5-one-2 was studied.

  2. 2.

    The hydrogenation proceeds nonselectively on skeletal nickel catalysts and in the presence of nickel catalysts on carriers: during the process of absorption of one mole of hydrogen two unsaturated ketones and a saturated ketone are formed.

  3. 3.

    It was proposed that the selective hydrogenation of the 3,4-double bond is accomplished by selective adsorption of dienone with the C=C-C=O group: by 1, 4-addition of hydrogen, or by direct hydrogenation of the 3, 4-double bond, in both cases with the participation of the C=O group. Considering this mechanism of hydrogenation and the catalytic peculiarities of zinc and cadmium, a composition of a Ni-ZnO-Cd catalyst was developed, in the presence of which the process occurs selectively: the 5,6-double bond is not hydrogenated.

  4. 4.

    The optimum conditions of the process, under which the yield of methylheptenone reaches 90% of the theoretical, were established. The proposed method of selective hydrogenation of dienone was checked on a continuous-action model setup.

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Literature cited

  1. W. Kimel and N. W. Sak, U. S. Patent 2661368 (1953).

  2. M. A. Miropol'skaya, N. I. Fedotova et al., Zh. Obshch. Khimii,32, No. 1, 2214 (1962).

    Google Scholar 

  3. M. V. Gringard, Bull. Soc. Chim.43, 473 (1928); E. R. Kouler and R. B. Thomson, J. Amer. Soc.59, 887, 890 (1937).

    Google Scholar 

  4. S. Komori, J. Soc. Chem. Japan, 41 suppl.6, 219 (1938).

    Google Scholar 

  5. L. Kh. Friedlin, A. S. Sultanov, and M. F. Abidova, Izv. AN SSSR. Otd. Khim. N., (1958); L. Kh. Friedlin and V. I. Gorshkov, Dokl. AN SSSR,131, No. 5, 1109 (1960).

  6. N. V. Borunova and L. Kh. Friedlin, Kinetika i Kataliz,2, 462 (1961); O. Schmidt, K. Huttner, and J. Kaeb, U. S. Patent 2009948 (1935).

    Google Scholar 

  7. G. Schwab, K. Yossner, and H. Polle, Chem. Ber.94, 1470 (1961).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Setiya Khimicheskaya, No. 6, pp. 996–1003, June, 1964

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Friedlin, L.K., Borunova, N.V., Samokhvalov, G.I. et al. Directed change in the selectivity of the action of catalysts in the process of hydrogenation of the dienone group Report 1. Hydrogenation of 6-methylheptadiene-3, 5-one-2 on nickel catalysts. Russ Chem Bull 13, 930–935 (1964). https://doi.org/10.1007/BF01141644

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  • DOI: https://doi.org/10.1007/BF01141644

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