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Catalytic reactions of five- and six-membered cycloalkanes under a pressure of hydrogen at high temperature

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

Summary

  1. 1.

    It has been found that cyclopentane, under a high pressure of hydrogen (20 atm), in presence of a platinum-alumina catalyst, and at 460°, undergoes far-reaching changes with formation not only of hydrogenolysis products (pentane, and isopentane formed by its isomerization), but also hydrogenosynthesis (methyl-cyclopentane, hexane and its isomers, benzene, toluene, xylene, polymethylbenzenes).

  2. 2.

    Under similar conditions (hydrogen pressure, 15 atm), methylcyclopentane is converted into a mixture of cyclopentane, pentane, 2-methylbutane, hexane and its isomers, benzene, toluene, xylene, and polymethylbenzenes.

  3. 3.

    In contact with the same catalyst at 460° under a pressure of hydrogen (15 atm), cyclohexane gives a mixture of benzene, methylcyclopentane, cyclopentane, hexanes, pentanes, toluene, xylenes, and polymethylbenzenes.

  4. 4.

    The synthesis reactions are in all cases to be explained by the alkylation of hydrocarbon molecules (cyclopentane, benzene, toluene) by means of methylene radicals arising under the given conditions as a result of the methane breakdown of cycloalkanes at the surface of the specific platinum-alumina catalyst.

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Literature cited

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Shuikin, N.I., Berdnikova, N.G. & Novikov, S.S. Catalytic reactions of five- and six-membered cycloalkanes under a pressure of hydrogen at high temperature. Russ Chem Bull 2, 243–249 (1953). https://doi.org/10.1007/BF01170993

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  • DOI: https://doi.org/10.1007/BF01170993

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