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Synthesis and reactions of 1-(chloromethyl)-1-methylsilacyclopentane

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

Summary

  1. 1.

    1-(Chloromethyl)-1-methylsilacyclopentane was synthesized from dichloro(chloromethyl)methylsilane and tetramethylene bis(magnesium bromide).

  2. 2.

    1-(Chloromethyl)-1-methylsilacyclopentane is active at the chlorine in nucieophilic-substitution reactions and can serve as the starting substance for the synthesis of silacyclopentanes having functional groups in the methyl group.

  3. 3.

    Under the action of aluminum chloride 1-(chloromethyl)-1-methylsilacyclopentane is converted into 1-chloro-1-memylsilacyclohexane. This is the first recorded case of the enlargement of a heterocycle containing a silicon atom in the ring.

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Authors and Affiliations

  1. Institute of Petrochemical Synthesis, Academy of Sciences, USSR

    V. M. Vdovin, N. S. Nametkin, K. S. Pushchevaya & A. V. Topchiev

Authors
  1. V. M. Vdovin
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  2. N. S. Nametkin
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  3. K. S. Pushchevaya
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  4. A. V. Topchiev
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Vdovin, V.M., Nametkin, N.S., Pushchevaya, K.S. et al. Synthesis and reactions of 1-(chloromethyl)-1-methylsilacyclopentane. Russ Chem Bull 12, 250–255 (1963). https://doi.org/10.1007/BF00846391

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  • DOI: https://doi.org/10.1007/BF00846391

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