The conjugated enol, 2-hydroxymuconate (1), is an unusually stable dienol that is reportedly generated in the course of bacterial catabolism of catechol by the enzymes of the meta-fission pathway. The dienol ketonizes chemically in aqueous solution and enzymatically by the action of 4-oxalocrotonate tautomerase (EC 5.3.2) to either the /3,7-unsaturated ketone 2 or its ,/S-conjugated isomer 3. Mechanistic studies for both processes remain largely unexplored. An examination of the behavior of 1 in phosphate buffer has been completed using UV,

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