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NEET levelSingle correct optionDifficulty 1 of 3g3250

The ketone shown is treated with LDA in THF at C and then with one equivalent of methyl iodide. Which structure shown is the major product?

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

Answer: B

The ketone shown is butan-2-one. LDA at low temperature gives the kinetic enolate at the less substituted CH carbon, and this enolate reacts with at carbon. Methylation of the CH group gives pentan-3-one; methylation of the CH side (thermodynamic enolate) would give 3-methylbutan-2-one.
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