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Question

The decreasing order of reactivities of the following compounds towards electrophilic substitution is:

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

The correct option is D III>I>II>IV
The presence of R,I,H groups decrease the reactivity of benzene towards aromatic electrophilic substitution reaction.
CF3 group is a strong I group and it decreases the reactivity of benzene towards electrophilic aromatic substitution reaction.

The presence of +R,+I,+H groups increase the reactivity of the benzene towards aromatic electrophilic substitution reaction.
CH3 shows hyperconjugation and is +I group whereas OCH3 is +R group.

+R effect dominates over +H effect, hence the order will be: III>I>II>IV

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