Which among the given molecules can exhibit tautomerism?

Question

Which among the given molecules can exhibit tautomerism? <img class="img-fluid question-image" alt="Question" src="https://cdn.tardigrade.in/q/nta/c-wxmt4cnwkliw.png" /> (A) III only (B) Both I and III (C) Both I and II (D) Both II and III

Tardigrade Admin · Accepted Answer

In compound I α -Hydrogen at bridge carbon can never participate in tautomerism and in II there is no α -H at I α -C and the other I is bridge C-atom. Thus, only (II) exhibits tautomerism. <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/2e4652007ff30ada8abb21df8c17b35f-.png" />

Q. Which among the given molecules can exhibit tautomerism?

III only

Both I and III

Both I and II

Both II and III

In compound I $α$ -Hydrogen at bridge carbon can never participate in tautomerism and in II there is no $α$ -H at I $α$ -C and the other I is bridge C-atom.

Thus, only (II) exhibits tautomerism.