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Acetylene-diene isomerization of 1,4-dichloro-2-butyne and syntheses based on it

Communication 1. Action of aqueous-methanolic and methanolic solutions of potassium hydroxide on 1,4-dichloro-2-butyne

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

Summary

  1. 1.

    On reaction of 1,4-dichloro-2-butyne with aqueous-methanolic or methanolic potassium hydroxide the following products may be obtained, depending on the reaction conditions: 2-chloro-1-buten-3-yne, 2-chloro-4-methoxy-1,3-butadiene, butadiyne, 1-methoxy-1-buten-3-yne, and tetrolaldehyde dimethyl acetal.

  2. 2.

    A mechanism is proposed for the acetylene-allene-diene isomerization of 1,4-dichloro-2-butyne in aqueous-alcoholic and alcoholic solutions of potassium hydroxide.

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Authors and Affiliations

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

    M. F. Shostakovskii

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  1. M. F. Shostakovskii
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  2. A. Kh. Khomenko
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Shostakovskii, M.F., Khomenko, A.K. Acetylene-diene isomerization of 1,4-dichloro-2-butyne and syntheses based on it. Russ Chem Bull 9, 1022–1026 (1960). https://doi.org/10.1007/BF00903981

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  • DOI: https://doi.org/10.1007/BF00903981

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