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Question


The correct order of reactivity towards nucleophilic substitution reaction for the given compound is:

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

The correct option is D III>I>II
Nitro group shows -I and -M both effects when attached to an aromatic system. More the δ+ charge at the leaving group, more favourable is the substitution.
(II) is least reactive as NO2 is at meta position to Cl and -M effect is hindered.
(I) and (III) both experience equal -M effect of NO2 but (III) has NO2 group nearer to Cl so -I effect is more pronounced there. Thus (III) becomes most reactive.

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