Cyclopropane chemistry. Part 5 [1,2]. Hexafluorocyclopropane as a source of difluorocarbene |
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Authors: | J.Michael Birchall Roy Fields Robert N. Haszeldine Reginald J. McLean |
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Affiliation: | Chemistry Department, University of Manchester Institute of Science and Technology, Manchester M60 1QD Great Britain |
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Abstract: | Thermolysis of hexafluorocyclopropane in the presence of ethylene, propene, vinyl chloride, and vinyl bromide gives good yields of the corresponding 1,1-difluorocyclopropanes, formed by addition of difluorocarbene to the olefin. The tetrafluoroethylene formed dimerises to octafluorocyclobutane, co-dimerises with the olefin, or survives, depending on the reaction conditions. With allene, hexafluorocyclopropane gives 1-(difluoromethylene)cyclopropane, 2,2,3,3-tetrafluorospiropentane, and products derived from tetrafluoroethylene and allene. |
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