Previous Year NEET Question- Alcohols L-10

Question: Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

A) $\mathrm{CH}_3 \mathrm{COOCH}_3$

B) $\mathrm{CH}_3 \mathrm{CONH}_2$

C) $\mathrm{CH}_3 \mathrm{COOCOCH}_3$

D) $\mathrm{CH}_3 \mathrm{COCl}$

Answer: $\mathrm{CH}_3 \mathrm{COCl}$

Solution:

$\mathrm{CH}_3 \mathrm{COCl}$ is most susceptible to nucleophilic attack. The susceptibility of a substrate towards nucleophilic attack depends on how good a leaving group is attached to it. $\mathrm{Cl}^{-}$is a weak base and therefore a good leaving group.



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