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Selectivity of the catalytic reduction of terephthalyl dichloride to terephthalaldehyde

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

Conclusions

  1. 1.

    The catalytic reduction of terephthalyl dichloride over Pd/C to terephthalaldehyde is zero order with respect to substrate and first order with respect to hydrogen, and has low selectivity.

  2. 2.

    The activity of supported catalysts in the reduction of the acid chloride group increases in the sequence Pt < Rh < Ru ≪ Pd. In aldehyde hydrogenation the sequence is Rh < Ru < Pt ≤ Pd.

  3. 3.

    The reduction of terephthalyl dichloride proceeds by a stepwise mechanism. The selectivity is determined by the ratio of the hydrogenolysis rate of the C-Cl bonds of the acid chloride to the hydrogenation rate of the C(O)H group.

  4. 4.

    Palladium supported on activated carbon in the presence of modifiers containing nitrogen or sulfur is the best catalyst for the reduction of terephthalyl dichloride to terephthalaldehyde.

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Authors and Affiliations

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

    R. N. Gurskii, E. F. Litvin, R. V. Istratova & A. V. Kirova

  2. All-Union Scientific Research, Design, and Planning Institute for Monomers, Tula

    R. N. Gurskii, E. F. Litvin, R. V. Istratova & A. V. Kirova

Authors
  1. R. N. Gurskii
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  2. E. F. Litvin
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  3. R. V. Istratova
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  4. A. V. Kirova
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2093–2097, September, 1983.

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Gurskii, R.N., Litvin, E.F., Istratova, R.V. et al. Selectivity of the catalytic reduction of terephthalyl dichloride to terephthalaldehyde. Russ Chem Bull 32, 1890–1894 (1983). https://doi.org/10.1007/BF00954666

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  • DOI: https://doi.org/10.1007/BF00954666

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