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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hx127

Which of the following reactions give the stated aryl halide as the principal product?

  1. APhenol with and gives chlorobenzene
  2. B
  3. CBenzene with in bright sunlight gives chlorobenzene
  4. D

Answer: B, D

Sandmeyer bromination and iodide displacement of a diazonium salt (no copper needed for iodine) both give aryl halides. Sunlight with adds to benzene to give (BHC). In phenol the bond has partial double-bond character through resonance, so cannot replace .
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