Which of the following substituents acts as a deactivating group but still directs the incoming elec — Aromatic Hydrocarbons Chemistry Question
Question
Which of the following substituents acts as a deactivating group but still directs the incoming electrophile predominantly to the ortho and para positions?
Answer: C
💡 Solution & Explanation
Halogens like Chlorine ($-Cl$) are the classical exceptions in directing effects. Because of their high electronegativity, their inductive effect ($-I$) dominates their resonance effect ($+M$) in the ground state, making the ring less reactive than benzene. However, during the transition state, the $+M$ effect stabilizes the ortho and para arenium ions, making them ortho/para directors.
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