The order of stability of the following tautomeric compounds is (I) CH₂=C(OH)–CH₂–CO–CH₃ (II) CH₃–CO–CH₂–CO–CH₃ (III) CH₃–C(OH)=CH–CO–CH₃

Question

Dr. Abubacker · Accepted Answer

[Solution from source] III is the enol of acetylacetone; its C=C is conjugated with the C=O and it forms a six-membered intramolecular hydrogen bond, so it is the most stable. The keto form II comes next, and I, whose C=C is not conjugated with the carbonyl, is least stable: III > II > I. Answer (2).

Q. The order of stability of the following tautomeric compounds is (I) CH₂=C(OH)–CH₂–CO–CH₃ (II) CH₃–CO–CH₂–CO–CH₃ (III) CH₃–C(OH)=CH–CO–CH₃

Explanation

Reviewed by Dr. Abubacker

Want to attempt the full paper?