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The electrophile, , attacks the benzene ring to generate the intermediate -complex. Of the following, which -complex is of lowest energy?
image

  1. A
    1
  2. B
    2
  3. C
    3
  4. D
    4

Solution & Step-by-step Explanation

The group is a strong electron-withdrawing group ( and effects). It destabilizes the -complex (carbocation) by withdrawing electron density.The -complex is of lowest energy when the destabilizing effect of the group is minimized. This occurs when the positive charge is not directly on the carbon atom bearing the group.In the meta-attack or when the charge is distributed away from the nitro group, the system is relatively more stable compared to ortho/para intermediates where the positive charge resides on the carbon attached to the nitro group.

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The electrophile, , attacks the benzene ring to generate the intermediate -complex. Of the following, which -complex is of lowest energy?
image
A
1
B
2
C
3
D
4

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