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Question

The reactivities of acid halides (I), anhydrides (II), esters (III) and amides (IV) with nucleophilic reagents follow the order :

A
I > II > III > IV
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B
IV > III > II > I
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C
I > III > II > IV
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D
III > II > I > IV
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Solution

The correct option is D I > II > III > IV
The reactivity of carboxylic acid derivatives towards nucleophile substitutions is related to the electronegative leaving group's ability to activate the carbonyl. The more electronegative leaving groups withdraw electron density from the carbonyl, therby increasing its electrophilicity.

In this case the reactivity order is as follows:
I > II > III > IV

Hence the correct option is 'A' .

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