Explain why a diazonium group on a benzene ring cannot be used to direct an inco

Question

Explain why a diazonium group on a benzene ring cannot be used to direct an incoming substituent to the meta position.

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Cold temperature is necessary to keep the benzene diazonium ion from decomposing. A deactivated benzene ring would be too unreactive. Diazonium ion is electron donating, it is an ortho-para directant. Diazonium ion is electron withdrawing, it deactivates the benzene ring. Diazonium ion is highly prone to electrophilic addition. Diazonium group causes steric difficulties.

Explanation / Answer

Diazonium ion is electron withdrawing, it deactivates the benzene ring.

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