The major product formed in the following reaction is

F5 Vinanti Teaching 22.08.23 D11

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Option 3 : F5 Vinanti Teaching 22.08.23 D14
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Concept:-

Pinacol-Pinacolon Rearrangement:

  • The pinacol pinacolone rearrangement is an approach to convert a 1,2-diol to a carbonyl compound under acidic conditions.
  • The name of the reaction derives from the rearrangement of pinacol to pinacolone.
  • In pinacol pinacolone rearrangement migration of electron-rich substituents occur from a carbon to a cationic carbon atom.
  • The general scheme of the Pinacol-Pinacolon rearrangement reaction is given below:

F1 Madhuri Teaching 14.03.2023 D123

  • Lewis acid can enhance the rate of pinacol pinacolone rearrangement reaction.

Explanation:-

  • The reaction pathway is shown below:

F5 Vinanti Teaching 22.08.23 D16

  • From the above reaction, it is shown that in the first step of the reaction, one of the -OH group of the 1,2 diol undergoes adduct formation with Lewis acid BFfollowed by the formation of a carbocation.
  • In the next step, the if undergoes a [1,2] shift/migration of the H atom to give the final product.
  • During protonation, the -OH (hydroxyl group) on the secondary carbocation does not undergo adduct formation with Lewis acid BF3, as it will form a less stable carbocation.

Conclusion:-

Hence, the major product formed in the following reaction is 
F5 Vinanti Teaching 22.08.23 D14

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