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Question

Predict the product of the given reaction.

A
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B
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C
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D
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Solution

The correct option is A
Vicinal diols in acidic conditions (H+/H2SO4) undergoes pinacol-pinacolone rearrangemt.
Mechanism of pinacol-pinacolone:
In first step, the protonation of alcohol occurs to form a stable carbocation. Protonation occurs to the particular OH group which form a stable carbocation.
In step 2, rearrangement of carbocation occurs. Here, carbocation undergo 1, 2 H-shift to form a resonance stabilised oxonium ion.
In step 3, deprotonation occurs in oxonium ion to a pinacolone.

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