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Q. Identify the correct order of reactivity towards electrophilic substitution reactions of the following compounds.Chemistry Question Image

Organic Chemistry – Some Basic Principles and Techniques

Solution:

In electrophilic substitution reaction, electrophile $(E^+)$ is looking for an electron rich nucleus. $+I$ effect of $(CH_3)_3C— > (CH_3)_2CH—$
$—Cl$ shows -I effect and $+ R$ (or +M) effect. $—NO_2$ shows $-I$ effect and $-R$ (or -M) effect. Hence the correct order towards SE reaction is $4 > 1 > 3 > 2$.