A crystalline phenylhydrazone was obtained when a heated solution of dehydro-L-ascorbic acid (DHA) was treated with phenylhydrazine-HCI. Its molecular formula was C17H18N4O2, and the structure was determined to be 1, 2-bis (phenylhydrazone) of 3-keto-4-deoxypentosone, a new tricarbonyl compound which was considered to be one of the possible intermediates of the browning reaction of DHA. 3-Hydroxy-2-pyrone was also isolated from the ether extract of the heated DHA solution as a main aroma compound produced from DHA. Possible formation mechanisms of these compounds were discussed.
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KURATA et al. (1976) studied this question.