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Investigation of trifluoroacetolysis of some 2-bromoethanol arylsulfonates

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

Conclusions

By PMR spectroscopy the kinetics of trifluoroacetolysis of 2-bromoethyl-2,2-d2-toluene and 2-bromoethyl-2,2-d2-anisole sulfonates, the dependence of rate constant on the presence of lithium perchlorate and on salts with a common ion were investigated. The trifluoroacetolysis of 2-bromoethyl-2,2-d2-toluene-d7-sulfonate in the presence of the lithium salt of nondeuterated toluenesulfonic acid was investigated. It was shown that reaction is accompanied by isomerization of the initial sulfonate (1,2-migration of bromine) and occurs by an ion pair mechanism.

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Literature cited

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    E. D. Gopius, T. A. Smokina, M. L. Karpyuk & O. A. Reumov

Authors
  1. E. D. Gopius
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  2. T. A. Smokina
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  3. M. L. Karpyuk
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  4. O. A. Reumov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 371–375, February, 1987.

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Gopius, E.D., Smokina, T.A., Karpyuk, M.L. et al. Investigation of trifluoroacetolysis of some 2-bromoethanol arylsulfonates. Russ Chem Bull 36, 330–333 (1987). https://doi.org/10.1007/BF00959376

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  • DOI: https://doi.org/10.1007/BF00959376

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