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Most Important Selected Qs for JEE AdvancedChemistryAldehydes and Ketones

Paragraph: Consider the following mechanism of an aldol condensation reaction: Answer the following questions based on the above mechanism and your knowledge about aldol condensation. Question: If all the alpha hydrogen in X is replaced by deuterium "D" atom. Which of the following would be observed? (Assuming high concentration of base)

Options

  1. ARate of reaction would decrease since C - D bond is stronger than C - H bond.
  2. BRate of reaction would increase since D is more acidic than H .
  3. CRate of reaction would remains same since C - D bond is not broken in the rate determining step.
  4. DIII would be formed more easily than IV.

Correct answer

C. Rate of reaction would remains same since C - D bond is not broken in the rate determining step.

Step-by-step solution

C - H bond is broken in non rate determining step, therefore, substitution of - H by deuterium doesn't affect the rate of reaction.

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