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NEET levelSingle correct optionDifficulty 1 of 3o3263

The aryl alkyl ether shown is heated with excess concentrated HI. Which pair of products is obtained?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: B

The compound is anisole. The ether oxygen is protonated; iodide attacks the methyl carbon by (the aryl C-O bond is not broken because the carbon cannot undergo backside attack). Products: phenol and iodomethane.
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