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Quantum-chemical investigation of the mechanisms of reactions involving nucleophilic addition to acetylene. 3. Mechanism of the formation of vinylthio anions

  • N. M. Vitkovskaya
  • O. Yu. Dolgunicheva
  • F. S. Dubnikova
  • B. A. Trofimov
Physical Chemistry
  • 19 Downloads

Conclusions

  1. 1.

    According to the data from the quantum-chemical calculation, the vinylthio anion CH2=CHS can be observed as a result of the direct addition of an hydrosulfide ion to acetylene with a barrier having a height ≤123 kJ/mole.

     
  2. 2.

    One of the intermediate products in the reaction of acetylene with hydrogen sulfide in the presence of OH ions is HC≡C, which adds H2S to form the complex HC≡C·H2S without a barrier. The CH2=CSH anion forms from this complex with practically no barrier, and the formation of the vinylthio anion takes place with a barrier not exceeding 42 kJ/mole.

     

Keywords

Hydrogen Sulfide Acetylene Intermediate Product Hydrogen Sulfide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    B. A. Trofimov and S. V. Amosova, Divinyl Sulfide and Its Derivatives [in Russian], Nauka, Novosibirsk (1983).Google Scholar
  2. 2.
    B. A. Trofimov, Heteroatomic Derivatives of Acetylene [in Russian], Nauka, Moscow (1981).Google Scholar
  3. 3.
    N. M. Vitkovskaya, O. Yu. Dolgunicheva, F. S. Dubnikova, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., 1335 (1988).Google Scholar
  4. 4.
    N. M. Vitkovskaya, O. Yu. Dolgunicheva, F. S. Dubnikova, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., 1339 (1988).Google Scholar
  5. 5.
    M. J. S. Dewar and W. Thiel, J. Am. Chem. Soc.,99, 4899 (1977).Google Scholar
  6. 6.
    N. M. Vitkovskaya, T. é. Moskovskaya, and B. A. Trofimov, Izv. Akad. Nauk SSSR, Ser. Khim., 109 (1987).Google Scholar

Copyright information

© Plenum Publishing Corporation 1988

Authors and Affiliations

  • N. M. Vitkovskaya
    • 1
    • 2
  • O. Yu. Dolgunicheva
    • 1
    • 2
  • F. S. Dubnikova
    • 1
    • 2
  • B. A. Trofimov
    • 1
    • 2
  1. 1.A. A. Zhdanov Irkutsk State UniversityUSSR
  2. 2.Irkutsk Institute of Organic Chemistry, Siberian BranchAcademy of Sciences of the USSRUSSR

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