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The relative reactivities of acyl compou...

The relative reactivities of acyl compound towards nucleophilic substitution are in the order of

A

acyl chloride gt acid anhydride gt ester gt amide

B

ester gt acyl chloride gt amide gt acid anhydride

C

acid anhydride gt amide gt ester gt acyl chloride

D

acyl chloride gt ester gt acid anhydride gt amide

Text Solution

Verified by Experts

The correct Answer is:
A

In acyl compounds (i.e. acyl chloride , acid anhydride , ester and amide ) RCO-group is same, thus reactivity depends upon the nature of group Z (i.e. `Cl^-` , `RCOO^-`, `R'O^-` , `NH_2^-`, etc)
if group Z is a weak base, then it is a strong leaving agent and its reactivity towards nucleophilic substitution is high.
The order of basic nature of Z group is
`Cl^(-) lt RCOO^(-) lt R'O^(-) lt NH_2^-`
Thus, order of reactivity is
`underset"Acyl chloride""RCOCl""gt" underset"Acid anhydride"((RCO)_2O) gt underset"Ester"(RCOO R') gt underset("Amide")(RCONH_2)`
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