Isomerism and StereochemistryhardMCQ MULTIPLE

The unusually high stability of the enol form in -dicarbonyl compounds (such as acetylacetone) is prIsomerism and Stereochemistry Chemistry Question

Question

The unusually high stability of the enol form in $\beta$ -dicarbonyl compounds (such as acetylacetone) is primarily attributed to which of the following combined structural effects?

Answer: B,C

💡 Solution & Explanation

The enol form of $\beta$ -dicarbonyls is exceptionally stable because the resulting hydroxyl proton forms a powerful intramolecular hydrogen bond with the adjacent unreacted carbonyl oxygen, creating a stabilizing six-membered chelate ring. Furthermore, the newly formed $C=C$ double bond aligns in direct resonance conjugation with the $C=O$ double bond, vastly lowering the system's overall energy.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full NEET Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry