219904-98-0Relevant articles and documents
The addition of F113 and CFCl2CF2CFCl2 to alkenes promoted by sodium dithionite
Wu, Fan-Hong,Huang, Wei-Yuan
, p. 85 - 87 (1998)
The addition of F113 and CFCl2CF2CFCl2 to alkenes promoted by sodium dithionite occurs to give the corresponding fluoroalkylation products in moderate yields.
Studies on sulfinatodehalogenation: The addition reaction of halocarbons with olefins initiated by sodium dithionite
Wu,Huang
, p. 59 - 61 (2007/10/03)
Halocarbons such as carbon tetrachloride, CCl3Br, CF3CCl3, BrCF2CF2Br, BrCF2CFClBr and CF2Br2, reacted with olefins in the presence of the sulfinatodehalogenation reagent sodium dithionite under mild conditions to give the corresponding adducts. In the case of F113, CFCl2CF2CFCl2 and CF3Cl3, the polyfluoroalkylation product resulted.
The activation of carbon-chlorine bonds in per- and polyfluoroalkyl chlorides: DMSO-induced hydroperfluoroalkylation of alkenes and alkynes with sodium dithionite
Long, Zheng-Yu,Chen, Qing-Yun
, p. 4775 - 4782 (2007/10/03)
In DMSO, the addition reactions of perfluoroalkyl chlorides, R(F)Cl, to alkenes or alkynes can occur smoothly in the presence of 1.5 equiv of Na2S2O4 and NaHCO3 at 75-80 °C for 4-10 h to give the corresponding adducts (RCH2CH2RF or RCH = CHR(F)). Ethyl chlorofluoro- (1f), chlorodifluoro- (1g) acetates, even nonfluorinated compounds, such as ethyl dichloro- (1h), chloro- (1i) acetates, and chloroform (1j) can undergo the similar reaction. Treatment of ω-iodo (or chloro-) perfluoroalkyl chlorides [X(CF2)(n) Cl, n = 2, 4, X= I or Cl] with > 3 equiv of alkenes and Na2SO4 gives directly the symmetrically disubstituted alkanes (RCH2CH2)2(CF2)(n). The symmetrically and unsymmetrically disubstituted adducts RCH2CH2(CF2)(n)CH2CH2R' from ω-iodoperfluoroalkyl chlorides can be also obtained stepwise, i.e., through the further addition reactions of monoadducts, RCH2CH2(CF2)(n)Cl to olefins. However, for α,ω- dichloroperfluoroalkanes, the similarly stepwise reactions with an alkene is not clean, both bis-adducts and the corresponding ω-hydrides, RCH2CH2(CF2)(n)H as byproducts are also formed. In the absence of alkenes or alkynes, per- and polyfluoroalkyl chlorides can be converted to their sulfinate salts and sulfonyl chlorides.