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MolSynapse / Question bank / Aldehydes, Ketones and Carboxylic Acids / Alpha hydrogens, enolisable positions and haloform test on drawn compounds
JEE Main levelSingle correct optionDifficulty 2 of 3co247

The ketone shown is stirred with excess containing a catalytic amount of NaOD until no further exchange occurs. How many hydrogen atoms per molecule are replaced by deuterium?

  1. A5
  2. B3
  3. C6
  4. D9

Answer: A

The drawn compound is 4-methylpentan-2-one. Only alpha-hydrogens exchange: the CH3 (3 H) and the CH2 (2 H) give 5 (RDKit alpha-H count 5). The isopropyl CH is beta and the two terminal CH3 groups are gamma, so they do not exchange.
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