Some conversions of amides ofα-aminoperfluorocarboxylic acids
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The acid hydrolysis of amides ofα-amino-andα,α-diaminoperfluorocarboxylic acids have been studied. In the diaminoamides, the gem-diamino grouping hydrolyses first and then (under more severe conditions) in the amide function, which leads to the formation ofα,α-dihydroxyperfluoroearboxylic acids (hydrates ofα-oxoperfluorocarboxylic acids). In the hydrolysis ofα-aminoperfluoroisobutyramide, the unstableα-aminoperfluoroisobutyric acid is formed which immediately undergoes decarboxylation to form hexafluoroisopropylamine.
α-Hydroxyperfluoroisobutyric andα-oxo-ω-hydroperfluorocaprylic acids have been obtained by the hydration of perfluoroisobutylene oxide andω-hydroperfluorooctene oxide, respectively.
The acylation ofα-aminoperfluorobutyramide andα,α-diaminoperfluoropropionamide has given the corresponding mono- and bis (acylamino)amides.
KeywordsOxide Hydrolysis Hydrate Amide Acid Hydrolysis
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