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Tautomerism

Which of the ...

Question

Which of the following has the highest percentage of enol form in Keto-enol equilibrium?

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 C
The enol form of 2, 4-Hexanedione is more stable due to the resonance stability of conjugated double bond and also due to the formation of cyclic six membered ring by hydrogen bonding.
Other enol forms of (a), (b) and (d) lack this stabilisation.

Hence, (c) has the highest percentage of enol in Keto-enol equilibrium.

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