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C-(2-Hydroxyethyl)tartronic acid is predominant among the dicarboxylic acids and its formation in 12 % yield makes it a major product from xylan. The structure indicates that it is formed from terminal, oxidized xylose units by beta-elimination at C-4 and subsequent benzilic acid rearrangement. It is proposed that 2-ulosonic acid end-groups or ulosono-1,5-lactone end-groups, related in structure to ascorbic acid, are formed as precursors.

acta chemica scandinavica/acta chemica scandinavica. b, organic chemistry and biochemistry/acta chemica scandinavica. a, physical and inorganic chemistry/acta chemica scandinavica. series b. organic chemistry and biochemistry/acta chemica scandinavica. series a, physical and inorganic chemistry

Dicarboxylic Acids Produced by Oxygen-Alkali Treatment of Birch Xylan.