摘要
本文报道溴代全氟烷和α,ω-二溴代全氟烷在亚磺化脱卤反应体系中与烯烃的反应及其与相应的碘代全氟烷的区别。合成了全氟仲溴代烷CF_3FBrOCF_2CF(CF_3)O(CF_2)_2SO_2F(7),它与烯烃反应可得到1:1的加成物。7的水解产物CF_3CFBrOCF_2CF(CF_3)O(CF_2)_2SO_3Na(11)与连二亚硫酸钠反应只得到氢化脱溴产物。多氟溴化物CF_3CBrX(13X=F;14X=Cl;15X=Br)经亚磺化脱溴可得到相应的亚磺酸钠盐CF_3BrXSO_2O_2Na(16X=F;17X=Cl;18X=Br),其中间体多氟烷自由基可用烯烃捕集,得到高产率的1:1加成产物。
The reaction of perfluoroalkyl bromide and α, ω-perfluoralkylene dibromide in
sulfinatodehalogenation system with olefins and the differences in behavior between
perfluoroalkyl bromides and their corresponding iodides were reported. The secondary
perfluoroalkyl bromide CF_3CFBrOCF_2CF(CF_3)O(CF_2)_2SO_2F (7) was synthesized and it
reacted with olefins to give 1:1 adducts. However, the sulfonate CF_3CFBrOCF_2CF-
(CF_3)O(CF_2)_2SO_3Na (11) reacted with sodium dithionite to give only the hydro debrom
ination product 12. The polyfluoroalkyl bromides CF_3CBr_2X (13 X=F; 14 X=Cl; 15 X
=Br) reacted normally to give the corresponding sodium sulfinate CF_3CBrXSO_2Na(16
X=F; 17X=Cl; 18 X=Br). The reaction intermediate polyfluoroalkyl radical can also
be trapped by olefins to give good yields of 1:1 adducts.
出处
《化学学报》
SCIE
CAS
CSCD
北大核心
1989年第2期141-146,共6页
Acta Chimica Sinica
