148121-33-9Relevant articles and documents
Thermal reactions of hexafluoro-1,3-butadiene. Part II. Synthesis and thermal transformations of C12F18 trimers
Kazmina, Nataliya B.,Mysov, Evgeni I.,Leites, Larisa A.,Bukalov, Sergei S.
, p. 85 - 104 (2007/10/02)
Hexafluoro-1,3-butadiene reacts at >/=150 deg C with its cyclodimers containing trifluorovinyl groups to give all the trimers expected for - and -cycloadditions.The ratios of the products formed depend on the temperature and are determined by the stabilities of the dimers and trimers concerned.All those trimers which contain a cyclobutane moiety take part in thermal transformations, such as ring expansion, dimerization and retrocycloaddition reactions.Hexafluoro-1,3-butadiene and its dimers, which are formed in retrocycloaddition reactions, undergo secondary thermal transformations.The latter include the previously unknown insertion of a hexafluorobutadiene molecule into the four-membered ring of one of the dimers.
Thermal reactions of hexafluoro-1,3-butadiene. Part I. Primary products and their thermal transformations
Kazmina, Nataliya B.,Antipin, Mikhail Yu.,Sereda, Sergei V.,Struchkov, Yuri T.,Mysov, Evgeni I.,Leites, Larisa A.
, p. 57 - 83 (2007/10/02)
Depending on the temperature, the thermal reactions of hexafluoro-1,3-butadiene include intra- and/or intermolecular cycloaddition and give hexafluorocyclobutene, - and -cycloadducts as primary products.The latter react with hexafluorobutadiene to give its trimers while the -cycloadduct, being generated as two isomers, undergoes some thermal rearrangements in addition.Thus, cis-perfluorodivinylcyclobutane is isomerized at 150 deg C to perfluorotricyclo2,5>- and -2,6>octanes together with unstable, easily polymerized, cis,trans-perfluoro-1,5-cyclo-octadiene.The trans isomer is isomerized at 200 deg C to perfluorovinyl-4-cyclohexene and perfluorotricyclo2,6>octane.Possible schemes for the formation of the latter are discussed.Racemic trans,trans-perfluoro-1,5-cyclo-octadiene is argued to be a precursor of perfluorotricyclo2,6>octane in the isomerizations of both the cis- and trans--cycloadducts.
