ChemInform Abstract: Synthesis and Properties of 2‐Chloroperfluorobutene Oxides.

Abstract

ChemInform Abstract Epoxidation of the polyfluorobutenes (I) or (III) yields the epoxides (II) or (IV). Some isomerization reactions and transformations of (II) and (IV) are studied as shown in the reaction scheme. (Mechanism).

Reductive alkylation of perfluorocarboxylic acid esters with CCl3F or CCl4 and synthesis of higher linear perfluoroketones

“…The yield of ketone VIIb was 41.2% (according to 19 F NMR data). The 19 F NMR spectrum of ketone VIIb was identical to that reported in [7].…”

“…The synthesis of a,a-dichloroperfluoroketones II that we report is much simpler and more efficient than the known syntheses of ketones II both by reaction of internal olefin oxides with AlCl 3 [7] and reaction of Bu 3 P with CFCl 3 and R F COCl [8].…”

“…[7]). 0.01 mol), anhydrous NMP (80 ml), and ester Ia (14.2 g, 0.1 mol) with stirring for 30 min at a temperature lower than 34 8C; the resulting mixture was stirred for 1.5 h, a temperature of 30-32 8C was maintained.…”

The Chemistry of Highly Fluorinated Carbocations

“…Epoxides containing two different perfluoroalkyl groups react with SbF 5 to produce a mixture of equal amounts of two isomeric ketones 170a , b in high yields . ACF is also an effective catalyst for such isomerizations, as has been demonstrated, for example, with F -2,3-epoxypentane …”

“…Replacement of one of the fluorines in the ring with chlorine activates the epoxide toward the action of Lewis acid, so that isomerization of 171 into ketone 172 proceeds even at room temperature …”