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Which of the following compounds will show the maximum enol content?

1. CH3COCH3
2. CH3COCH2COC2H5
3. CH3COCH2COCH3
4. CH3COCH2CONH2

Correct answer: CH3COCH2COCH3

Solution

Pentane-2,4-dione (CH3COCH2COCH3) is a symmetric 1,3-diketone whose enol is stabilized by intramolecular H-bonding and conjugation, giving the maximum enol content among these compounds.

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