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Hydrogenation of acetophenone over an Rh-B catalyst

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Summary

  1. 1.

    The hydrogenation of acetophenone was investigated in methanol, in acetic acid, and in mixtures of these solvents over an Rh-B catalyst deposited on charcoal.

  2. 2.

    Both in methanol and in acetic acid the reaction is of zero order; reaction in acetic acid is three times as fast as in methanol.

  3. 3.

    The main reaction product in the hydrogenation of acetophenone in methanol is α-methylbenzyl alcohol. Among the products of the hydrogenation of acetophenone in acetic acid ethylbenzene and ethylcyclohexane are present, as well as α-methylbenzyl alcohol.

  4. 4.

    In the binary solvents increase in acetic acid concentration leads to increase in reaction rate; the relative amounts of the reaction products remain approximately constant. The maximum content of ethylcyclohexane in the catalyzate is observed in the hydrogenation of acetophenone in a 1 ∶ 1 mixture of acetic acid and methanol.

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Literature cited

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    E. Breither, E. Roginski, and P. Rylander, J. Organ. Chem.,24, 1855 (1959).

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    H. Smith and R. Tompson, Advances in Catalysis,9, 727 (1957).

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    G. Gilman and H. Cohn, Advances in Catalysis,9, 733 (1957).

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    A. A. Balandin and M. L. Khidekel', Dokl. AN SSSR,123, 83 (1958).

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    Sh. Nishimura, Bull. Chem. Soc. Japan,32, 1155 (1959).

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    Sh. Nishimura, Bull. Chem. Soc, Japan,33, 1356 (1960).

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    Sh. Nishimura, Bull. Chem. Soc. Japan,35, 1625 (1962).

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    B. D. Polkovnikov, A. A. Balandin, and A. M. Taber, Dokl. AN SSSR,145, 809 (1962).

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Additional information

Translated from Izvestiya Akademii Nauk SSR, Seriya Khimicheskaya, No. 5, pp. 904–908, May, 1964

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Taber, A.M., Barinov, N.S., Polkpvnikov, B.D. et al. Hydrogenation of acetophenone over an Rh-B catalyst. Russ Chem Bull 13, 844–848 (1964). https://doi.org/10.1007/BF00846502

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Keywords

  • Hydrogenation
  • Alcohol
  • Acetic
  • Methanol
  • Acetic Acid