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Question
Predict the pinacol-pinacolone rearrangement product of:
Predict the pinacol-pinacolone rearrangement product of:
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Solution
The correct option is C
There are two possible oxygen atoms (from 2 OH groups) that could be protonated.
The protonation and the eventual departure of H2O leads to the formation of
carbocation that is more stable:
One of the lone pairs of the other OH group conjugates and forces ring expansion:
A proton is lost to give 2,2-diphenylcyclohexanone.
There are two possible oxygen atoms (from 2 OH groups) that could be protonated.
The protonation and the eventual departure of H2O leads to the formation of
carbocation that is more stable:
One of the lone pairs of the other OH group conjugates and forces ring expansion:
A proton is lost to give 2,2-diphenylcyclohexanone.
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