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JEE Main levelSingle correct optionDifficulty 2 of 3ap099

Phenol is heated with and aqueous , and the mixture is then acidified. The main product is

  1. Asalicylaldehyde
  2. Bphenyl tetrachloromethyl ether
  3. C4-hydroxybenzoic acid
  4. Dsalicylic acid

Answer: D

Under these Reimer-Tiemann conditions the electrophile is a -type species which attacks the phenoxide ortho position. Hydrolysis of the group converts it to , so acidification gives salicylic acid.
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