66794-36-3Relevant articles and documents
Fluorination of propane and propene over cobalt(III) trifluoride and potassium tetrafluorocobaltate(III)
Burdon, James,Garnier, Laurent,Powell, Richard L.
, p. 625 - 632 (2007/10/03)
Fluorination of propane and propene over cobalt(III) fluoride and potassium tetrafluorocobaltate(III) gave complex mixtures of products which have been identified to the 0.5percent level.The reactions are valuelles for preparative purposes.The mechanism of the fluorinations is not a simple F-for-H replacement, but requires an initial conversion of propane into propene followed by carbocation- and radical mediated reactions: the carbocations can be quenched by fluoride ions, rearrange and eliminate, and the radicals can be oxidised to carbocations or quenched by fluorine atoms.Radical quenching tends to predominate late in the fluoronation and carbocation reactions at the beginning.
REACTIONS OF CHLORINE MONOFLUORIDE. REGIOSPECIFICITY AND STEREOCHEMISTRY OF THE SUBSTITUTION OF BROMINE ATOMS BY FLUORINE IN HALOGEN-SUBSTITUTED ALKANES AND ESTERS
Boguslavskaya, L. S.,Chuvatkin, N. N.,Panteleeva, I. Yu.,Ternovskoi, L. A.
, p. 814 - 820 (2007/10/02)
Under mild conditions without catalysts chlorine monofluoride substitutes bromine atoms for fluorine in bromine-substituted alkanes and esters.Electron-donating substituents promote the substitution reaction.The following sequence is observed in the reactivity of the bromine atoms at the carbon: tertiary > secondary > primary.Halogen atoms (Cl, F) at a carbon containing a bromine also promotes substitution of the latter by fluorine.The reactivity of the bromine atoms decreases in the following order: CCl2Br(CClFBr) > CHClBr(CHFBr) > CH2Br.An alkoxycarbonyl group at a carbon containing bromine prevents substitution.In a number of cases substitutive fluorination is accompanied by skeletal rearrangements and by migration of chlorine atoms.The stereochemistry of substitutive fluorination was studied for the case of the reaction of erythro- and threo-1-bromo-2-fluoro-1,2-dichloroethanes and 1,2-dibromo-1,3-dichloropropanes with chlorine monofluoride.The probable mechanism of the reaction is discussed.