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Q. Arrange the following in decreasing order of their reactivity towards nucleophile :
$\underset{\left(\right. I \left.\right)}{\text{Benzoyl chloride}}$
$\underset{\left(II\right)}{\text{Benzyl chloride}}$
$\underset{\left(III\right)}{\text{Chloro benzene}}$

NTA AbhyasNTA Abhyas 2022

Solution:

The tendency towards nucleophilic substitution is governed by the ease of leaving of the halide present in the substrate and the stability of carbocation formed.
Benzoyl chloride has a reactive carbon for an attack by a nucleophile. Benzyl chloride is a more reactive than aromatic halide due to the presence of double bond character on chlorobenzene.
Hence the order of reactivity is:
$I>II>III$