compare-the-resonance-contributors-for-the-intermediate-that-forms-when-a-nucleo

Question

Compare the resonance contributors for the intermediate that forms when a nucleophile reacts with i) o-chloronitrobenzene and ii) m-chloronitrobenzene. Explain why nucleophiles do not react at the meta position.

Accepted Answer

The negative charge formed in the ring is not delocalized to the nitro group.

Answer

Electron donation from the nitro group prevents reaction at the meta position.

Answer

Steric hindrance between the nitro group and the incoming nucleophile prevents reaction.

Answer

A and C.

Answer

All of the above.

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Compare the resonance contributors for the intermediate that forms when a nucleophile reacts with i) o-chloronitrobenzene and ii) m-chloronitrobenzene. Explain why nucleophiles do not react at the meta position.