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JEE Main levelSingle correct optionDifficulty 2 of 3ap100

Salicylic acid is warmed with ethanoic anhydride and a few drops of conc. to make aspirin. The group of salicylic acid that is acetylated is

  1. Aboth the and the groups
  2. Ba ring C-H, by Friedel-Crafts acylation
  3. Cthe phenolic , giving an ester
  4. Dthe , giving a mixed anhydride

Answer: C

Aspirin is 2-acetoxybenzoic acid, . The phenolic OH is acetylated to an ester, and the carboxylic acid group remains free, which is why aspirin still liberates from and no longer gives a violet colour with .
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