Among the following compounds, which one will thermodynamically exhibit approximately 100% enol cont — Isomerism and Stereochemistry Chemistry Question
Question
Among the following compounds, which one will thermodynamically exhibit approximately 100% enol content at equilibrium due to exceptional stabilization?
Answer: C
💡 Solution & Explanation
While $\beta$ -diketones like acetylacetone have high enol contents (~76%), phenol exists almost 100% in its enol form. This is because the enolization of its purely hypothetical keto counterpart (cyclohexa-2,4-dien-1-one) creates a highly stable, delocalized aromatic ring ($6\pi$ electron system). The loss of aromaticity makes the keto form virtually non-existent.
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