The ionization constants of some hydroxy-pyrones have been measured in aqueous solutions by a spectrophotometric method and compared with those of analogous phenols. The strikingly high acidity of 3,5-diacetyl-4,6-dihydroxy-2-pyrone has been explained by the formation of a symmetrical and extensively resonance-stabilized monoanion through ionization of the C-6 hydroxy-group.
K. Ang and S. Tan, J. Chem. Soc., Perkin Trans. 2, 1979, 1525 DOI: 10.1039/P29790001525
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