Some derivatives of perfluoro-oxydiacetic acid (perfluoro-β-oxaglutaric acid)

Abstract

Perfluoro-β-oxaglutaric acid prepared by treatment of perfluoro-N-fluoromorpholine with aqueous sodium iodide or by hydrolysis of perfluoro-5,6-dihydro-2H-1,4-oxazine, reacts with silver carbonate, phosphorus pentoxide, and phosphorus pentachloride to yield disilver perfluoro-β-oxaglutarate, perfluoro-β-oxaglutaric anhydride, and perfluoro-β-oxaglutaryl dichloride, respectively. Treatment of the last derivative with anhydrous sodium fluoride gives the corresponding acyl fluoride and perfluoro-βoxa-δ-valerolactone. Reaction of the disilver salt with bromine or iodine at 80–120° yields perfluoro-β-oxaglutaric anhydride, carbon monoxide, carbon dioxide, carbonyl fluoride, and silver halide but apparently no dihalide of the type CF₂X·O·CF₂X (X = Br or I).