Which of the following compounds will show the maximum 'enol' content?
General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question
Which of the following compounds will show the maximum 'enol' content?
- a
- b✓
- c
- d
Step 1: Identifying Factors for Enol Stability
- (A) Acetone: Very low enol content.
- (B) Acetylacetone (2,4-pentanedione): The enol is stabilized by intramolecular hydrogen bonding and resonance conjugation (). Typically in liquid phase.
- (C) Ethyl acetoacetate: stabilized by H-bonding, but ester carbonyl is less prone to enolization than ketone carbonyl.
- (D) Acetoacetamide: Amide group further reduces enol stability compared to ketones.
Step 2: Conclusion shows the highest enol content due to efficient H-bonding and conjugation.
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