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- W2355669985 abstract "The normal reaction product of 3-oxa-5-iodoperfluoropentanesulfonyl fluoride (1) with potassium sulfite in aqueous solution was the corresponding potassium sulfinate 2, but when the reaction was carried out in aqueous dioxane, potassium 3-oxa-1, 5-perfluoropentane disulfinate(3), was formed instead of 2. The optimal condition for the preparation of 3 (90% yield) was stirring at 70~80℃ for several hours with a molar ratio of the reducing agent to the substrate of≥3:1. 3-Oxa-7-iodoperfluoroheptanesulfonyl fluoride (5) and 1, 4-diiodoperfluorobutane (6) were similarly converted into the corresponding disulfinate 7 and 8 respectively. We suggest the name deiodosulfination for this radical reaction which can also be carried out in diglyme or THF but not in DMF, pyridine or triethylamine.Reaction of 3 with HI in glacial acetic acid gave a mixture of 3-oxa-5-iodoperfluoropentanoic acid (9, in 38% yield), 3-oxa-1, 5-diiodoperfluoropentane (10), 3-oxaperfluoroglutaric acid (11) and 3-oxa-5-H-perfluoropentanoic acid (12). Similarly, 3 and HBr furnished 3-oxa-5-bromoperfluoropentanoic acid (13)as the major product accompanied by 11 and 12. The formation of 9, 10 and 13 was explained through the reaction of the sulfinate group in 3 with the free halogen formed from the interaction of the CF_2SO_2K moiety with HX[equations (a) and (b) of the Chinese text], and was confirmed by the finding that reaction of 2 or 3 with iodine in glacial acetic acid gave 10 in moderate yield.The discovery of deiodosulfination reaction coupled with the known process of oxidizing sulfinic acid and derivatives constitutes a novel and convenient method for the synthesis of perfiuorosulfonic acid and related compounds." @default.
- W2355669985 created "2016-06-24" @default.
- W2355669985 creator A5079098564 @default.
- W2355669985 date "1981-01-01" @default.
- W2355669985 modified "2023-09-25" @default.
- W2355669985 title "DEIODOSULFINATION OF PERFLUOROALKYL IODIDES AND A NEW METHOD FOR THE SYNTHESIS OF PERFLUOROSULFONIC ACIDS" @default.
- W2355669985 hasPublicationYear "1981" @default.
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