Which among the given molecules can exhibit tautomerism?

43 2016 Phase II Organic Chemistry - Some Basic Principles and TechniquesTautomerism – keto–enol Hard
Which among the given molecules can exhibit tautomerism?
A Both I and II
B Both II and III
C III only
D Both I and III

Explanation

Tautomerism needs an enolisable $\alpha$-H.

Detailed Solution


Only III has an $\alpha$-hydrogen that can shift to form a stable enol; in I the $\alpha$-carbons are bridgeheads (enol would violate Bredt's rule) and in II the $\alpha$-carbon has no H.

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