Fluoroacyl hypochlorite

Sodium salts of fluoroacids react with chlorine fluoride at —112 to —78°C to give explosively unstable fluoroacyl hypochlorites. Trifluoroacetyl hypochlorite and its pentafluoropropionyl, heptafluorobutyryl, difluoroacetyl and chlorodifluo-roacetyl analogues explode without fail if the partial pressure exceeds 27-67 mbar. Hexafluoroglutaiyl dihypochlorite explodes above — 10°C [1]. Of the 4 compounds prepared, acetyl, propionyl, isobutyryl and pivaloyl hypobromites, the 2 latter appeared stable indefinitely at —41°C in the dark, while the 2 former exploded unpredictably as isolated solids [2],... 

The addition of chlorine monofluoridc across the C = 0 bonds in difluorophosgene, per-fluoroacyl fluorides, and perfluoroketones with the formation of hypochlorites occurs only in the presence of the catalysts potassium fluoride, rubidium fluoride, cesium fluoride80,81 or the strong Lewis acids hydrogen fluoride, boron trifluoride, or arsenic(V) fluoride.82 The cesium fluoride catalyzed reactions are carried out in an autoclave for 2-3 hours at — 20"C or left overnight.80... 

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