Wei-Yuan Huang, Bing-Nan Huang, Chang-Ming Hu
1983
Citations
0
Influential Citations
48
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract The normal reaction products of 5-iodo-3-oxaoctafluoropentane- sulfonyl fluoride ( I ) with K2SO3 in aqueous solution are potassium 5-iodo-3-oxaoctafluoropentanesulfinate ( II ) and 5-H-3-oxaoctafluoropentanesulfinate ( III ), but when the reaction is carried out in aqueous dioxane potassium 3-oxaoctafluoropentane-1,5-disulfinate ( IV ) is formed in high yield accompanied by a very very small amount of III . 7-Iodo-3-oxadodecafluoroheptanesulfonyl fluoride ( IX ) and 1,4-diiodo-octafluorobutane ( X ) are similarly converted into the corresponding disulfinates VII and VIII respectively. The name, deiodo-sulfination, is suggested for the conversion of RFI to RFSO2K in one step. The reaction can also be carried out in diglyme or THF but not in N-methylmorpholine, pyridine or triethylamine. The effect of light, reaction temperature, radical inhibitor, single electron scavenger, peroxide and the nature of the solvents are studied, and a radical chain mechanism involving a single electron transfer process is proposed.