Q.
The electrophile, E+ attacks the benzene ring to generate the intermediate σ -complex. Of the following, which σ -complex is of lowest energy?
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Organic Chemistry – Some Basic Principles and Techniques
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Solution:
This structure will be of lowest energy due to resonance stabilisation of +ve charge. In all other three structures, the presence of electron-withdrawing NO2 group will destabilize the +ve charge and hence they will have greater energy.