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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap109

Phenol is heated with and at 400 K and 5 atm, and then acidified to give A. A is warmed with ethanoic anhydride in the presence of a trace of acid to give B. B is

  1. Amethyl 2-hydroxybenzoate, which gives a violet colour with neutral
  2. B2-acetoxybenzoic acid (aspirin), which gives no violet colour with neutral and liberates from
  3. C4-acetoxybenzoic acid, which gives a violet colour with neutral
  4. Dphenyl ethanoate, which liberates from

Answer: B

The Kolbe-Schmidt step gives salicylic acid (A). Its phenolic OH is acetylated by ethanoic anhydride to give 2-acetoxybenzoic acid (B). Because the phenolic OH is now blocked, there is no violet colour with , and the free carboxylic acid group still reacts with to give .
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