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Quantum-chemical investigation of the mechanisms of reactions involving nucleophilic addition to acetylene. 2. Interconversions of products of the reaction of acetylene with the hydroxide ion

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

Conclusions

  1. 1.

    According to the data form quantum-chemical calculations, the formation of vinyloxy anions from acetylene molecules and hydroxide ions occurs with the intermediate participation of [HC=CHOH] anions (cis or trans), whose further conversion is possible only under fairly severe conditions.

  2. 2.

    The formation of the [H2C=COH] anion according to the mechanisms considered is unlikely.

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Literature cited

  1. N. M. Vitkovskaya, O. Yu. Dolgunicheva, F. S. Dubnikova, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., 1335 (1988).

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Additional information

For previous communication, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskya, No. 6, pp. 1339–1342, June, 1988.

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Vitkovskaya, N.M., Dolgunicheva, O.Y., Dubnikova, F.S. et al. Quantum-chemical investigation of the mechanisms of reactions involving nucleophilic addition to acetylene. 2. Interconversions of products of the reaction of acetylene with the hydroxide ion. Russ Chem Bull 37, 1177–1180 (1988). https://doi.org/10.1007/BF00961926

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  • DOI: https://doi.org/10.1007/BF00961926

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