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Thermal cyclopropyl—allyl rearrangement of gem-chlorofluorocyclopropanes under gas-phase pyrolysis conditions. Formation of chlorofluoroalkenes and 2-fluorobuta-1,3-dienes

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Abstract

The gas-phase pyrolysis of isomeric 2-chloro-2-fluoro-1-phenylcyclopropanes in a flow reactor at 250–430 °С gives 1-phenyl- and 3-phenyl-3-chloro-2-fluoropropenes. Under similar conditions, methyl-substituted gem-chlorofluorocyclopropanes undergo cyclopropyl—allyl isomerization accompanied by dehydrochlorination to form chlorofluoroalkenes and 2-fluoro-buta-1,3-dienes.

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Correspondence to N. V. Volchkov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1391–1401, July, 2019.

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Volchkov, N.V., Lipkind, M.B. & Nefedov, O.M. Thermal cyclopropyl—allyl rearrangement of gem-chlorofluorocyclopropanes under gas-phase pyrolysis conditions. Formation of chlorofluoroalkenes and 2-fluorobuta-1,3-dienes. Russ Chem Bull 68, 1391–1401 (2019). https://doi.org/10.1007/s11172-019-2567-3

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  • DOI: https://doi.org/10.1007/s11172-019-2567-3

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