JEE Main · ChemistryHard
Consider the reaction of with excess . Which of the following statements regarding the formation of is correct?
- A.The reaction involves the oxidation of the hydroxyl group to a carbonyl group.
- B.The reaction proceeds through the formation of a stable cyclic phenylhydrazone intermediate.
- C.The configuration at , , and is lost during the formation of the .
- D.The reaction is specific to and does not occur with .
Show correct answer & step-by-step solution
Correct answer: A — The reaction involves the oxidation of the hydroxyl group to a carbonyl group.
Solution
- The reaction of with three equivalents of produces .
- The first equivalent forms a at the position.
- The second equivalent acts as an oxidizing agent, converting the hydroxyl group into a carbonyl group via an rearrangement.
- The third equivalent forms a second at the position.
- Hence the answer is (A).
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