FLUOROCYCLOHEXANES. PART XVII. DEHYDROFLUORINATIONS OF THE CIS AND THE TRANS ISOMERS OF 2H-1-(DIFLUOROMETHYL)DECAFLUOROCYCLOHEXANE

Article abstract of DOI:10.1016/S0022-1139(00)82778-5

2H-1-(Difluoromethyl)octafluorocyclohex-1-ene (I) and cobalt trifluoride at 165 deg C afforded 2H-1-(trifluoromethyl)octafluorocyclohex-1-ene (IV) and four decafluorocyclohexane derivatives: the cis (III), and trans (V), 2H-1-(trifluoromethyl)-; the cis (VII), and trans (VI), 2H-1-(difluoromethyl) compounds.Dehydrofluorination of VII, using aqueous potassium hydroxide, gave only one alkene, 1-(difluoromethyl)nonafluorocyclohex-1-ene (VIII).In a slower reaction VI afforded two alkenes, mainly VIII, but also an isomer, 1-(difluoromethyl)nonafluorocyclohex-2-ene (IX) (ratio 2:1).