Journal of the American Chemical Society p. 5047 - 5053 (1983)
Update date:2022-08-05
Topics:
Agopovich
Gillies
In this paper, preliminary studies with the ozonolyses of trifluoroethylene and 1,1-difluoroethylene are extended to low-temperature reaction conditions ( minus 78 and minus 95 C), and a complete product analysis is reported for both olefins. The isolation and identification of two previously unknown cyclopropane isomers, cis- and trans-1,1,2,3-tetrafluorocyclopropane, is discussed. The characterization of an unknown component in the trifluoroethylene ozonolyses as cis-1,2-difluoroethylene ozonide permits a determination of the cis-/trans-1,2-difluoroethylene ozonide ratio in these reactions. Results from aldehyde insertion experiments in the ozonolysis of CH//2 equals CF//2 and CF//2 equals CF//2 are related to the ozonide and epoxide mechanisms.
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