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The electrophile, E^((o+)) attacks the b...

The electrophile, `E^((o+))` attacks the benzene ring to generate the intermediate `sigma`-complex. Of the following which `sigma`-complex is of lowest energy?

A

B

C

D

Text Solution

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The correct Answer is:
3

The `NO_(2)` group has a powerful electron-withdrawing influenece as it exerts both `-R` and `-I` effects `(-Rgt -I)`. This distabilizes the arenium cation 1,2, and 4 by intensifying their positive charge.On the other hand arenium ion (3) is most stable due to the absence of `NO_(2)` group.
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