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- W2330321875 abstract "Abstract In contrast to the nucleophilc reactions of R F SO 3 CH 2 R (1) (R=hydrogen, alkyl and perfluoroalkyl) and R F SO 3 CF 2 R F (2) it was found that the reactions of R F SO 3 CF 2 H(3) with nucleophiles were more complicated. Halide ions, X − (X=F,Cl, I) and ethanol only attacked the alkoxyl carbon atom, causing the CO bond cleavage to give HCF 2 X(4) and HCF 2 OEt(5). Other reagents such as RCO 2 − (R=CH 3 ,CF 3 ), C 6 H 5 S etc can either attack the carbon or sulfur atom of 3 to give the corresponding products of CO and SO bond cleavage respectively. More basic nucleophiles, RO − (R= C 6 H 5 ,C 2 H 5 ) mainly abstracted the hydrogen atom of the CF 2 H moiety to produce difluorocarbene. Ether and benzene, which can be alkylated by methyl perfluoroalkanesulfonate, did not react with 3 under similar conditions. The reaction rate of 3 with KF was much slower that that of 1 (RH). All these data seem to indicate that the shielding effect caused by the two fluorine atims on the methyl carbon prevents to some extent the nucleophilic attacking on the carbon, but not so completely as in 2 due to the presence of a hydrogen atom." @default.
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- W2330321875 date "1985-08-01" @default.
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- W2330321875 title "Difluoromethyl perfluoroalkanesulfonaes and their reactions" @default.
- W2330321875 doi "https://doi.org/10.1016/s0022-1139(00)83382-5" @default.
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