L. D. Kuznetsova

Geminal (difluoroamino)nitro compounds

A novel preparative method for the synthesis of geminal (difluoroamino)nitro compounds was developed, The method involves the reaction ofN,N-difluoro-O-fluorosulfonyl- hydroxylamine with the corresponding salts of nitro compounds, Dependences of the yields of (difluoroamino)nitro compounds on the reaction conditions, the nature of the cation in the salts, and the properties of solvents were studied.

Synthesis using halofluorosulfates and peroxydisulfuryl difluoride

In some cases, XOSO2F and SaO6Y2 are used for identical purposes, although differences in the reaction conditions are quite considerable. In light of the high destructive reactivity of these reagents relative to organic compounds except for perfluoroalkanes, they have until very recently been studied largely in inorganic syntheses, while only a few investigations have been devoted to their reactions with organic compounds. A significant portion of these investigations has been carried out by the authors of the present communication.

Chlorine fluorosulfate 7. Mechanism of the substitution of halogen atoms by chlorine fluorosulfate

Conclusions1.The hypothesis is expressed that substitution of halogen atoms on the fluorosulfate group of chlorine fluorosulfate is accomplished by a one-electron exchange scheme, which is indirectly indicated by19F NMR spectral data.2.A method of preparing mixed anhydrides of perfluorocarboxylic and fluorosulfonic acids from the chloroanhydrides of perfluorocarboxylic acids and chlorine fluorosulfate is worked out.3.The possibility of the synthesis is of highly active alkylating agents is shown, i.e., esters of fluorosulfonic acids by selective substitution of a chlorine atom in the corresponding chloro derivatives under the action of chlorine fluorosulfate.

Some reactions of 4-chloropentafluoro-2, 5-cyclohexadiene fluorosulfate

1. A new rearrangement in the alkyl fluorosulfate series, which leads to the formation of the C-F bond, was discovered on the example of 4-chloroperfluoro-2,5-cyclohexadiene fluorosulfate. 2. 4-Chloroperfluoro-2,5-cyclohexadienone ketals were obtained by the reaction of 4-chloroperfluoro-2,5-cyclohexadiene fluorosulfate with alcohols.

Reaction of chlorine fluorosulfate with freons

Replacement of the halogen atoms of perhalofluoroalkanes (Freons) by the fluorosulfate group can be effected by treatment with chlorine fluorosulfate. The reaction is catalyzed by fluorosulfonic acid or traces of moisture.