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Synthesis and properties of 2-chloroperfluorobutene oxides

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

Conclusions

  1. 1.

    Nucleophilic epoxidation of heptafluorobutenes containing a chlorine atom in position 2 was carried out.

  2. 2.

    Chemical transformations of 2-chloroheptafluorobutene oxides in the presence of acids and Lewis bases were studied. 2-Chloro-2,3-epoxyheptafluorobutane isomerizes easily to 3-chloroheptafluoro-2-butanone under the action of catalytic amounts of SbF5 and MF (M = Cs, K)e but it is resistant to the action of Et3N. Catalytic action of F and Et3N on 2-chloro-1,2-epoxyheptafluorobutane leads to 2-chlorohexafluorobutanoyl fluoride and SbF5 and SbCl5 give l-chloroheptafluoro-2-butanone. Under the action of an equimolar amount of SbF5 on 2-chloro-1,2-epoxy- and 2-chloro-2,3-epoxyheptafluorobutane, octafluoro-2-butanone is formed.

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Authors and Affiliations

  1. Institute of Chemistry, Urals Branch, Academy of Sciences of the USSR, Sverdlovsk

    L. V. Saloutina, A. Ya. Zapevalov, T. I. Filyakova, I. P. Kolenko & L. S. German

Authors
  1. L. V. Saloutina
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  2. A. Ya. Zapevalov
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  3. T. I. Filyakova
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  4. I. P. Kolenko
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  5. L. S. German
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1360–1367, June, 1988.

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Saloutina, L.V., Zapevalov, A.Y., Filyakova, T.I. et al. Synthesis and properties of 2-chloroperfluorobutene oxides. Russ Chem Bull 37, 1196–1202 (1988). https://doi.org/10.1007/BF00961930

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  • DOI: https://doi.org/10.1007/BF00961930

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