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JEE Advanced levelSingle correct optionDifficulty 3 of 3el230

The compound shown is acetylated with acetic anhydride to give a well-known analgesic. Which statement about the product, compared with the compound shown, is correct?

  1. AThe product is a stronger phenol than the compound shown
  2. BThe product no longer gives a violet colour with neutral ferric chloride
  3. CThe product contains an amide group
  4. DThe product contains two free carboxylic acid groups

Answer: B

The compound shown is salicylic acid. Acetylation of its phenolic OH gives aspirin, an ester. Without a free phenolic OH the product does not give the violet complex with neutral FeCl3. It still has only one COOH, no amide is formed, and it contains no phenol.
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