Abstract

This chapter discusses the applications of trifluoroacetic anhydride in carbohydrate chemistry. Trifluoroacetic anhydride is concerned with an attempt to prepare cellulose trifluoroacetates by the direct treatment of cellulose with the anhydride. No reaction is apparent, but when the cellulose is pretreated with acetic acid, it subsequently dissolved slowly in trifluoroacetic anhydride, with the formation of a chloroform-soluble product containing no fluorine and having the properties of cellulose acetate. Trifluoroacetic anhydride is conveniently prepared in high yield by the distillation of trifluoroacetic acid over phosphorus pentoxide. An alternative procedure utilizes sulfur trioxide to convert trifluoroacetic acid into trifluoroacetylsulfuric acid, which on further treatment with trifluoroacetic acid affords trifluoroacetic anhydride.

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