Organic Chemistry – Some Basic Principles and Techniques

Question

The order of stability of the following tautomeric compound is 

  • I>Ii>III

  • III > II>I

  • Ii> I> III

  • II> III> I

Answer

B.

III > II>I

The rolls of beta-dicarbonyl compounds are more stable because of conjugation and intramolecular H-bonding. Thus, the order of stability is,

Less stable as (=) bond is not in conjugation with carbonyl group.

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