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Reaction of aliphatic and alicyclic compounds, containing gem-polychlorohydrocarbon groupings, with zinc

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    We studied the reaction of 1,3,3,5-tetrachioropentane, 1,1,1,3-tetrachloro-3-phenylpropane, and 2,2,4-trichloropentane with zinc in diverse solvents as the medium, which reaction leads to the formation of substituted cyclopropanes. In acetic acid the reduction of the chlorine-containing groupings to give alkanes becomes significant.

  2. 2.

    The reductive cyclization of 2,2,4-trichloropentane with Zn in ethanol, acetic acid, or DMF leads to the predominant formation of cis-1,2-dimethylcyclopropane.

  3. 3.

    On the example of 1,1-dichloro-2-phenylcyclopropane and 1-chloro-1-methyl-2-phenylcyclopropane it was shown that when these compounds are heated with Zn in ethanol the C-Cl bond is practically not reduced.

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Literature cited

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Authors and Affiliations

  1. Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    A. A. Kamyshova, E. Ts. Chukovskaya & R. Kh. Freidlina

Authors
  1. A. A. Kamyshova
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  2. E. Ts. Chukovskaya
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  3. R. Kh. Freidlina
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1610–1612, July, 1979.

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Kamyshova, A.A., Chukovskaya, E.T. & Freidlina, R.K. Reaction of aliphatic and alicyclic compounds, containing gem-polychlorohydrocarbon groupings, with zinc. Russ Chem Bull 28, 1488–1490 (1979). https://doi.org/10.1007/BF00947328

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  • DOI: https://doi.org/10.1007/BF00947328

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