Formation of 3-Keto-4-deoxypentosone and 3-Hydroxy-2-pyrone by the Degradation of Dehydro-l-ascorbic Acid |
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| Authors: | Tadao Kurata Masao Fujimaki |
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| Affiliation: | Department of Agricultural Chemistry, Faculty of Agriculture, The University of Tokyo, Bunkyo-ku, Tokyo, Japan |
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| Abstract: | A crystalline phenylhydrazone was obtained when a heated solution of dehydro-l-ascorbic acid (DHA) was treated with phenylhydrazine-HCl. 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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