- Reaction of 1-hydrohexafluoroisobutenyloxytrimethylsilane with fluoride ion sources. 2,2,2′,2′-Tetrakis(trifluoromethyl)divinyl ether
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The reaction of 1-hydrohexafluoroisobutenyloxytrimethylsilane (2a) with cesium fluoride in diglyme leads to elimination of trimethylfluorosilane to form the 1-hydrohexafluoroisobutenolate anion (3), which is silylated with trialkylchlorosilanes at the oxygen atom. In the presence of bis(trifluoromethyl)ketene N,N,O-trimethylaminoacetal or N-(α,α- difluoroalkyl)-dialkylamines, silane 2a is transformed into 2,2,2′, 2′-tetrakis(trifluoromethyl)divinyl ether. The reaction of trifluoroacetic anhydride with N-(1,1,2,2-tetrafluoroethyl)diethylamine affords trifluoroacetyl fluoride in quantitative yield.
- Volkonskii,Kagramanova,Mysov,Mysova
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p. 2774 - 2781
(2007/10/03)
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- TRANSFORMATION OF CHLOROFLUOROETHYLDIETHYLAMINES TO N,N-DIETHYLDIFLUOROACETAMIDE
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Hydrolysis of 2-chloro-1,1,2-trifluoroethyldiethylamine (I) and 2,2-dichloro-1,1-difluoroethyldiethylamine (II) in the presence of triethylamine afforded N,N-diethylchlorofluoroacetamide (VII) and N,N-diethyldichloroacetamide (VIII), respectively.Triethylamine hydrofluoride, arising in the reaction, was used for fluorination and transformation of the amides VII and VIII to N,N-diethyldifluoroacetamide (VI).The C-Cl bond of the CHClF group in VII proved to be more reactive in nucleophilic substitution with fluoride ion than the corresponding bond in the CHCl2 group of VIII.
- Liska, Frantisek,Hampl, Frantisek,Dedek, Vaclav
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p. 740 - 745
(2007/10/02)
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