Frequently Asked Question

Questions asked by users might not always be phrased in the clearest way.

On reaction with acid, 4 pyrone is protonated on the carbonyl group oxygen to give a stable cationic product. Why

Accepted Answer

The carbonyl oxygen of 4-pyrone is more basic than the other oxygens in the molecule because of the resonance stabilization of the resulting cation. Upon protonation, the positive charge can delocalize onto the two oxygen atoms, resulting in a stable aromatic system. This resonance stabilization is not possible for the other oxygens, making the carbonyl oxygen the most favorable site for protonation.


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