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Dehydration of α,α-dimethylcyclopropanemethanol and accompanying transformations of the hydrocarbons formed over acidic catalysts

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

Summary

  1. 1.

    The dehyration of α,α-dimethylcyclopropanemethanol over acidic catalysts goes considerably more readily than the opening of the cyclopropane ring of the 2-cyclopropylpropene formed. Over alumina and calcium phosphate almost pure 2-cyclopropylpropene is obtained in yields of 60 and 78% respectively.

  2. 2.

    The 2-cyclopropylpropene formed by the dehydration of the alcohol is isomerized into cis-2-methyl-1,3-pentadiene and 2-methyl-1,4-pentadiene. The latter is converted into cis-2-methyl-1,3-pentadiene, which is further isomerized into the trans form.

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Authors and Affiliations

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

    L. Kh. Freidlin, V. Z. Sharf, M. A. Abidov & V. G. Glukhovtsev

Authors
  1. L. Kh. Freidlin
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  2. V. Z. Sharf
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  3. M. A. Abidov
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  4. V. G. Glukhovtsev
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Freidlin, L.K., Sharf, V.Z., Abidov, M.A. et al. Dehydration of α,α-dimethylcyclopropanemethanol and accompanying transformations of the hydrocarbons formed over acidic catalysts. Russ Chem Bull 12, 1673–1676 (1963). https://doi.org/10.1007/BF00845799

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  • DOI: https://doi.org/10.1007/BF00845799

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