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Question

In electrophilic aromatic substitution reaction, benzene ring attacks the E+ (electrophile) to generate the intermediate σcomplex. Which of the following σ-complex has lowest energy?

A
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B
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C
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D
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Solution

The correct option is B
In option (b), the complex formed is with benzene whereas in other cases it is formed with nitrobenzene with NO2 group at different positions (o-, m-, p-).
The complex formed with nitrobenzene at any position of NO2 group is less stable than the complex formed with benzene due to the -R effect of the NO2 group. It destabilise the αcomplex .
The most stable complex has the lowest energy.
Hence, option (b) is the correct answer.

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