Q69 / 180 · NEET 2015 (Phase 1) · Chemistry

Given,

Figure

Which of the given compounds can exhibit tautomerism?

  • A
    I and II
  • B
    I and III
  • C
    II and III
  • Correct answer
    D
    I, II and III

Solution

All compounds show tautomerism.

Figure

Figure
Figure

Of many types of tauomerism possible, keto-enol tauomerism is the most commonly encountered one.

It is possible in presence of α-C (wrt the carbonyl group), which is the conjugate C-H bond having sp3 hybridization.

Usually it is the α-C of the carbonyl group constituting a triad system, however it could also sometimes be the γ-C, if there is a C=C present on α-β carbons, constituting a quinquad system.

Compound (I) & (II) are have tautomerism in a triad system, while (III) involves a quinquad system as shown here:

Figure

Hence, the correct answer is option: 'D'.

Relevant Questions