Hydrolysis of acyl halides

Hydrolysis of acyl halides is not usually catalyzed by acids, except for acyl fluorides, where hydrogen bonding can assist in the removal of There are several methods available for the hydrolysis of acyl fluorides. ... 

Although, so far in this section, we have discussed the kinetic evidence in terms of the A-l and A-2 mechanisms favoured by Bunton et al. (p. 224), the same points which give rise to differences in detailed interpretation of mechanism for hydrolysis of acyl halides apply with equal weight to the hydrolysis of anhydrides. Butler and Gold67,68,298,299 have studied the spontaneous hydrolysis of acetic anhydride and presented the following scheme. 

Although hydrolysis of acyl halides and anhydrides is infrequently used in the preparation of acids, several important examples are noted. The acyl chlorides, ArjC = CHCOCl, from the action of oxalyl chloride on di-arylethylenes are hydrolyzed to yS,yS-diarylacrylic acids by stirring with ice-cold sodium carbonate solution. a-Halo acids prepared by the Hell-Volhard-Zelinsky reaction are obtained from the a-halo acid halide by stirring with cold water (method 67). 

Hydrolysis of acyl halides is not usually catalyzed by acids, except for acyl fluor-... 

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