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Perfluorinated dioxolanes 1. Synthesis of some derivatives of perfluoro-4-oxo-1,3-dioxolane

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

Conclusions

  1. 1.

    Reaction of hexafluoropropylene oxide with DMF followed by treatment of the products with HCl gives perfluoro-4-oxo-2,5-dimethyl-2-fluorocarbonyl-1,3-dioxolane in high yield.

  2. 2.

    Perfluoro-4-oxo-2,5-dimethyl-2-fluorocarbonyl-1,3-dioxolane reacts with fluoride ion at 20‡C with participation of only the fluorocarbonyl group forming cesium perfluoro-4-oxo-2,5-dimethyl-1,3-dioxolan-2-yl-methoxide. At higher temperatures ionic fragmentation of the ring proceeds with cleavage of the ester bond.

  3. 3.

    Reaction of perfluoro-4-oxo-2,5-dimethyl-2-fluorocarbonyl-1,3-dioxolane with hexafluoropropylene oxide is a three-stage process with intermediate formation of the previously undescribed cesium perfluoro-A-oxo-2,5-dimethyl-1,3-dioxolan-3-yl-methoxide and perfluoro-4-oxo-2,5-dimethyl-2-(2′-oxa-3-fluorocarbonylbutyl)-1,3-dioxolane.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    V. S. Yuminov, S. V. Kartsov, V. L. Maksimov & A. V. Fokin

  2. Ochtinsk Scientific-Industrial Unification “Plastpolimer”, Leningrad

    V. S. Yuminov, S. V. Kartsov, V. L. Maksimov & A. V. Fokin

Authors
  1. V. S. Yuminov
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  2. S. V. Kartsov
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  3. V. L. Maksimov
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  4. A. V. Fokin
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 392–395, February, 1988.

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Yuminov, V.S., Kartsov, S.V., Maksimov, V.L. et al. Perfluorinated dioxolanes 1. Synthesis of some derivatives of perfluoro-4-oxo-1,3-dioxolane. Russ Chem Bull 37, 311–315 (1988). https://doi.org/10.1007/BF00957432

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  • DOI: https://doi.org/10.1007/BF00957432

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