Anisole (methoxybenzene) is heated with concentrated hydroiodic acid (). What is the correct regiose — Alcohols Phenols and Ethers Chemistry Question
Question
Anisole (methoxybenzene) is heated with concentrated hydroiodic acid ($HI$). What is the correct regioselectivity and final product mixture?
Answer: B
💡 Solution & Explanation
In alkyl aryl ethers like anisole, the oxygen atom is directly attached to the aromatic ring. Resonance imparts partial double bond character to the $O-Aryl$ bond, making it stronger than the $O-Alkyl$ bond. The $I^-$ nucleophile exclusively attacks the methyl group, yielding phenol and methyl iodide.
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