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  4. Arrange the following in order of their increasing ease of hydrolysis: CH3COOC2H5, CH3COCI, (CH3CO)2O,CH3CONH2

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Q. Arrange the following in order of their increasing ease of hydrolysis :
$CH_3COOC_2H_5, CH_3COCI, (CH_3CO)_2O,CH_3CONH_2$

IIT JEEIIT JEE 1986Aldehydes Ketones and Carboxylic Acids

Solution:

Among acid derivatives, the reactivity towards nucleophilic
acyl substitution is in the order of :
Amide < Ester < Anhydride < Acid chloride
Hydrolysis is an example of nucleophilic acyl substitution,
hence the reactivity towards hydrolysis is :
$CH_3CONH_2 < CH_3COOC_2H_5 < (CH_3CO)_2O < CH_3COCl$