53005-42-8Relevant academic research and scientific papers
AMINE-CONTAINING CYCLIC HYDROFLUOROETHERS AND METHODS OF USING THE SAME
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Paragraph 00118, (2017/09/27)
Described herein is a cyclic fluorinated compound of formula (I) where: L is O, CH2, or a covalent bond; X is selected from F or CF3, and Y is selected from H, F, or CF3, wherein when X is CF3 then Y is F and when Y is CF3 then X is F? each Rf1 is independently selected from a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; or the two Rf1 groups are bonded together to form a fluorinated ring structure comprising 4-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; the -CFZ-CHAQ group is bonded to a ring carbon that is alpha to at least one O atom of the ring; A is selected from F, or CF3; Z is selected from H, F, or CF3; and Q is selected from (i) a F atom, (ii) a Cl atom, (iii) a linear, cyclic, or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof, or (iv) a G(Rf2)e group, where G is an O atom or a N atom wherein: when Q is a Cl atom, then Z and A are F atoms; when G is O then e is 1, Z is H, F, or CF3; A is F; and Rf2 is a linear or branched perfluorinated alkyl group comprising 1-10 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof; when G is N then e is 2, and each Rf2 group is independently a linear or branched perfluorinated alkyl group comprising 1-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof or the two Rf2 groups are bonded together to form a fluorinated ring structure comprising 4-8 carbon atoms and optionally comprising at least one catenated atom selected from O, N, or combinations thereof, with the proviso that when A is CF3 then Z is F, and when Z is CF3 then A is F.
Radical additions to fluoro-olefins. Photochemical mono-fluoroalkylation and sequential bis-fluoroalkylation of oxolane
Paleta, Oldrich,Cirkva, Vladimir,Kvicala, Jaroslav
, p. 125 - 134 (2007/10/03)
Oxolane was fluoroalkylated by its photoadditions under atmospheric pressure. Monofluoro-alkylations were carried out with hexafluoropropene (1) and perfluorovinyl ethers C3F7O-[CF(CF3)CF2O]n-CF=CF2 (2-4, n=0-2) by direct photoexcitation of the oleflns to give high yields of addition products 9-12 (81-94%). The reactions were completely regioselective at the oxolane molecule and almost completely regioselective (93-99%) at the double bond of fluoro-olefins; no bis-fluoroalkylated oxolanes were detected. The completely selective introduction of a second fluoroalkyl into position 5 of the oxolane molecule was accomplished by acetone-sensitised photoaddition of 2-fluoroalkylated oxolanes 9, 10 to fluoro-olefins 1 and 2. Byproducts from reactions of the dimethylketyl radical which is formed in the initiation step were isolated and have given some evidence about the reaction mechanism that is discussed.
Free Radical Chemistry. Part 4. Stereoelectronic Effects in the Additions of Cyclic Ethers to Fluorinated Alkenes
Chambers, Richard D.,Grievson, Brian
, p. 2215 - 2218 (2007/10/02)
Free-radical additions of cyclic ethers to various fluorinated alkenes have been studied and a clear stereoelectronic effect has been established.The order of reactivity is oxolane > oxepane > oxane and increasing substitution at the double bond leads to lower reactivity of the fluorinated alkene with oxolane.
