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Michael Lodman

6-hydroxy-2H-pyran-3(6H)-one: INSTABILITY IN WATER

CT Berchem  Follow
Regardless the preparation method, 6-hydroxy-2H-pyran-3(6H)-one is the intramolecular hemiacetal of 5-hydroxy-4-oxo-2-pentenal.
HOCH2COCH=CHCH=O
As a consequence, 6-hydroxy-2H-pyran-3(6H)-one is quickly hydrolyzed to the “mother” compound (5-hydroxy-4-oxo-2-pentenal).
Acetals and hemacetals are instable in acidic medium but relatively stable in neutral and alkaline medium.
So, try to neutralize the medium or alkalize with a little amount of Na2Co3 (if being compatible) and see if you get a better aqueous stability.

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