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Benzenediazonium chloride is added to a cold alkaline solution of phenol (pH 9-10). The orange product is

  1. Aazoxybenzene
  2. B4-aminoazobenzene (p-aminoazobenzene)
  3. C4-hydroxyazobenzene (p-hydroxyazobenzene)
  4. Dbiphenyl-4-ol

Answer: C

The diazonium ion is a weak electrophile and attacks the phenoxide ion at the para position (coupling), giving , 4-hydroxyazobenzene, an orange azo dye.
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