75995-85-6Relevant academic research and scientific papers
THE FLUORINATION OF BUTANE OVER COBALT TRIFLUORIDE
Burdon, James,Ezmirly, Saleh T.,Huckerby, Thomas N.
, p. 283 - 318 (2007/10/02)
The fluorination of butane over cobalt trifluoride has given a complex mixture of partially fluorinated compounds: 51 of these have been identified, comprising over 99percent of the products.Most were polyfluor-butanes but 1-2percent were polyfluoro-2-methylpropanes.The reaction has no synthetic utility.There was some selectivity in the fluorination: secondary C-H was convertart byed into C-F more easily then primary, and the ease of replacement of a particular H was reduced by geminal vicinal fluorines.A computer model of the fluorination was only partially successful, perhaps because the fluorination proceeded in part by simple F for H replacement and in part via alkenes: the model only allowed for the former.
Heterocyclic Polyfluoro-compounds. Part 31. Photochemical Oxetan Formation from Fluoroketones and Perfluoroaldehydes and 1,2-Difluoroethylene
Barlow, Michael G.,Coles, Barrie,Haszeldine, Robert N.
, p. 2258 - 2267 (2007/10/02)
The photochemical addition of five fluoroketones (hexafluoro-, chloropentafluoro-, 1,3-dichlorotetrafluoro-, 1,1,3-trichlorotrifluoro-, and 1,1,1-trifluoro-propan-2-one) and the perfluoroaldehydes RFCHO (RF=CF3, C2F5, or n-C3F7) to (Z)- or (E)-1,2-difluoroethylene at λ > 300 nm has been studied.Oxetan formation dominates with hexafluoropropan-2-one, but there is increasing competition from reactions involving free radicals arising from photolysis of the ketone as the chlorine content is increased.Oxetan formation occurs with little stereospecificity.The aldehydes give r-2-perfluoroalkyl-t-3,c-4-, and -c-3,t-4-, and -t-3,t-4-difluoro-oxetans, in the ratio 1.0 : 1.7 +/- 0.2 : 1.3 +/- 0.1, respectively, and in high yield (78-94percent).A small amount of olefin isomerisation occurred. Flow pyrolysis of the oxetans from hexafluoroacetone yields (Z)- and (E)-1,2-difluoroethylene and the olefin (CF3)2C=CHF, the oxetan yields the olefins (Z)- and (E)-CHF=CHF and (CF2Cl)2C=CHF, and r-2-pentafluoroethyl- or heptafluoro-n-propyl-c-3,t-4-difluoro-oxetans yield mainly the olefins (Z)- and (E)-RFCHC=CHF (RF=C2F5 or n-C3F7).
