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JEE Advanced levelSingle correct optionDifficulty 3 of 3si245

The ketone shown is treated with excess in aqueous NaOH, warmed, and the mixture is then acidified; the organic acid formed is isolated. How many 1H NMR signals does that acid give (the acid O-H counts)? Chemically equivalent hydrogens give one signal; ignore coupling and axial/equatorial differences.

  1. A
  2. B
  3. C
  4. D

Answer: B

Butan-2-one (shown) contains and undergoes the iodoform reaction: it gives and sodium propanoate; acidification gives propanoic acid, , with , and , 3 signals.
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