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Functional sulfur-containing compounds 2. Synthesis of 3-chloropropyl and 4-chlorobutyl alkyl (phenyl) sulfones by the oxidative chlorination of 3-hydroxypropyl and 4-hydroxybutyl alkyl(phenyl) sulfides and sulfoxides

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

Conclusions

  1. 1.

    3-Chloropropyl and 4-chlorobutyl alkyl (phenyl) sulfones have been obtained with high yields as a result of the oxidative chlorination of 3-hydroxypropyl and 4-hydroxybutyl alkyl (phenyl) sulfides. In the presence of FeCl3 (and other salts of metals) the oxidative chlorination can be stopped at the formation of the corresponding sulfoxides.

  2. 2.

    The OH group of the original compound is directly involved in the formation of the sulfonyl group. A possible mechanism for the oxidative chlorination of hydroxyalkyl sulfides and sulfoxides has been considered.

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Authors and Affiliations

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

    A. R. Derzhinskii, L. D. Konyushkin & E. N. Prilezhaeva

Authors
  1. A. R. Derzhinskii
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  2. L. D. Konyushkin
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  3. E. N. Prilezhaeva
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2070–2076, September, 1978.

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Derzhinskii, A.R., Konyushkin, L.D. & Prilezhaeva, E.N. Functional sulfur-containing compounds 2. Synthesis of 3-chloropropyl and 4-chlorobutyl alkyl (phenyl) sulfones by the oxidative chlorination of 3-hydroxypropyl and 4-hydroxybutyl alkyl(phenyl) sulfides and sulfoxides. Russ Chem Bull 27, 1823–1829 (1978). https://doi.org/10.1007/BF00929230

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  • DOI: https://doi.org/10.1007/BF00929230

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