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NEET levelSingle correct optionDifficulty 1 of 3co236

The ketone shown is heated with excess iodine in aqueous NaOH and the mixture is then acidified. Which structure is the organic acid obtained?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: C

The drawn compound is pentan-2-one, a methyl ketone. The CH3 is tri-iodinated, hydroxide cleaves the CI3 group (as CHI3) and leaves the carboxylate of the remaining chain, three carbons plus the carbonyl carbon = butanoate; acidification gives butanoic acid. The trihalo ketone (D) is only an intermediate.
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