Journal of Fluorine Chemistry p. 1111 - 1118 (2006)
Update date:2022-08-05
Topics:
Velayutham
Jayaraman
Kulangiappar
Ilayaraja
Babu, Y. Ram
Rao, P. Santhan
Reddy, S. Narayana
Babu, K. Victor
Noel
Electrochemical perfluorination (ECPF) of the title compounds containing primary, secondary and tertiary carbon atoms was carried out in anhydrous hydrofluoric acid (AHF). Detailed analysis of major and minor products suggest that carbon chain isomerisation involving cyclo-propane intermediate is more prevalent during ECPF of i-butyryl chloride when compared to n-butyryl chloride. Simple statistical probability involving free radical intermediates also support this observation. ECPF involving cyclo-propane intermediate is even more prevalent in pivaloyl chloride containing three methyl substituents. In this case, perfluorinated cyclo-propane intermediates were also observed in the product sample. Distribution of minor perfluorinated and partially fluorinated products also suggest the predominant role of normal free radical pathway involving single-electron transfer.
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