Conclusions
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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.
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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.
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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.
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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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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