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Mechanism of the vapor-phase dehydration of cyclohexanol to cyclohexanone on a copper-magnesium catalyst

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

Conclusions

  1. 1.

    Study has been made of the hydrogen-deuterium exchange, in cyclohexanol under dehydrogenation conditions and in cyclohexanone under hydrogenation conditions, on a copper-magnesium cataiyst. The overall rate of exchange in the alcohol and the rates of exchange in the hydroxyl group and in theα positions are higher than the rate of dehydrogenation.

  2. 2.

    Kinetic isotope effects have been measured for the replacement of the cyclohexanol hydroxyl-group hydrogen by deuterium, for replacement of the excess hydrogen by excess deuterium in the dehydrogenation reaction, and for replacement of the molecular hydrogen by molecular deuterium in the hydrogenation reaction.

  3. 3.

    The results of this study have been used as a basis for a proposed reaction scheme involving slowβ-hydrogen elimination followed by rapidα-hydrogen elimination and enol regrouping.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    O. N. Medvedeva, B. S. Gudkov, A. S. Badrian & S. L. Kiperman

  2. Scientific-Research and Planning Institute of the Nitrogen Industry and Products of Organic Syntheses, Moscow

    O. N. Medvedeva, B. S. Gudkov, A. S. Badrian & S. L. Kiperman

Authors
  1. O. N. Medvedeva
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  2. B. S. Gudkov
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  3. A. S. Badrian
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  4. S. L. Kiperman
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 19–23, January, 1977.

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Medvedeva, O.N., Gudkov, B.S., Badrian, A.S. et al. Mechanism of the vapor-phase dehydration of cyclohexanol to cyclohexanone on a copper-magnesium catalyst. Russ Chem Bull 26, 11–15 (1977). https://doi.org/10.1007/BF00921482

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  • DOI: https://doi.org/10.1007/BF00921482

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