56594-69-5Relevant academic research and scientific papers
Thermolytic transformations of polyfluoroorganic compounds 30. Copyrolysis of α,α-dichlorooctafluoroethylbenzene with tetrafluoroethylene
Dvornikova, K. V.,Platonov, V. E.,Yakobson, G. G.
, p. 1690 - 1693 (2007/10/02)
The reaction of α,α-dichlorooctafluorobenzene with tetrafluoroethylene as a source if difluorocarbene has been studied.The copyrolysis of these compounds gave not only the expected products, decafluoro-α-methylstyrene and α-chloroheptafluorostyrene, but also noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylbicyclonona-1,4,6-triene along with perfluoro-3-methylindene and octafluorostyrene.It has been suggested that indan and the triene are formed with the participation of the C6F5CClCF3 radical through sigmatropic shifts of fluorine atoms in the intermediate bicyclic compounds.The reaction of α,α-dichlorodecafluoropropylbenzene with tetrafluoroethylene afforded α-chloroheptafluorostyrene as the main product. - Key words: copyrolysis; decafluoro-α-methylstyrene, perfluoro-7-methylbicyclonona-1,4,6-triene; perfluoro-1-methylindan; polyfluoroalkylbenzyl radicals; sigmatropic shifts of fluorine atoms.
Fluorination and skeletal transformations of perfluorobenzocycloalkenes in reactions with antimony pentefluoride
Karpov, Victor M.,Mezhenkova, Tatyana V.,Platonov, Vyacheslav E.,Yakobson, Georg G.
, p. 980 - 985 (2007/10/02)
The reactions of perfluorobenzocycloalkenes containing the four-, five- and six-membered cycles with antimony pentafluoride, in the presence of bromine or its absence, have been studied.The alicyclic ring cleavage of benzocycloalkenes, unknown in the fluorinated series, has been found.Perfluorobenzocyclobutene in the presence of SbF5 gave perfluoro-2-(1-benzocyclobutenyl)ethylbenzene; but in the system SbF5 - Br2 bromoperfluoro-2-ethylbenzene was obtained.Heating perfluoro-indan, -4-methyl- and -5-methylindanes with antimony pentafluoride led to their transformation into perfluoroalkylbenzenes with the ethyl group situated in the ortho-position to the methyl group.Similarly perfluoro-1-methylindan and perfluorotetralin were converted to perfluoro-2-isopropyltoluene.By contrast with this, perfluoro-2-methylindan was fluorinated by SbF5 to perfluoro-2-methyl-4,5,6,7-tetrahydroindan.Perfluoro-indan, -4-methyl- and -5-methylindanes were fluorinated by SbF5 in the presence of bromine.Under these conditions, perfluorotetralin gave perfluorooctalin and perfluoroindan was transformed into perfluoro-4,5,6,7-tetrahydroindan.The latter product was also quite unexpectedly formed from perfluoro-4-methyl- and -5-methylindanes.
