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Arrange the following in the correct order of reactivity towards nucleophilic substitution reaction.
I. 1-chloro-2-nitrobenzene
II. Chlorobenzene
III. 1-chloro-3-nitrobenzene
Options:
I. 1-chloro-2-nitrobenzene
II. Chlorobenzene
III. 1-chloro-3-nitrobenzene
Solution:
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Verified Answer
The correct answer is:
I > III > II
Presence of $-\mathrm{NO}_2$ group will favour chlorobenzene towards nucleophilic substitution, $\operatorname{ArS}_{\mathrm{N}} 2$ (via addition elimination mechanism) $-R$ effect of $-\mathrm{NO}_2$ at ortho position (I) will favour the reaction most in comparison to $-I$ effect of $-\mathrm{NO}_2$ at meta position (III).

So,the reactivity order : I > III > II .

So,the reactivity order : I > III > II .
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