JEE Advanced · ChemistryHard

Consider the reaction of with at followed by treatment with . Which of the following statements correctly describes the major product?

  1. A.The product is .
  2. B.The product is (kinetic product).
  3. C.The product is (thermodynamic product).
  4. D.The reaction yields a mixture of and in equal amounts.
Show correct answer & step-by-step solution

Correct answer: BThe product is (kinetic product).

Solution

  1. is a bulky, strong base that abstracts the most accessible proton at low temperature.
  2. Abstraction of the proton from the less substituted position forms the kinetic enolate.
  3. Alkylation of the kinetic enolate with yields .
  4. Hence the answer is (B).

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