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Mesoxalic Acid

1911 Encyclopedia Britannica

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MESOXALIC ACID (dioxymalonic acid), (HO 2 C) 2 C(OH) 2 or C3H406, is obtained by hydrolysis of alloxan with baryta water (J. v. Liebig, Ann., 1838, 26, p. 298), by warming caffuric acid with lead acetate solution (E. Fischer, Ann., 1882, 215, p. 283), or from glycerin diacetate and concentrated nitric acid in the cold (E. Seelig, Ber., 1891,'24, p. 347 1). It crystallizes in deliquescent prisms and melts with partial decomposition at 119-120° C. It behaves as a ketonic acid, being reduced in aqueous solution by sodium amalgam to tartronic acid, and also combining with phenylhydrazine and hydroxylamine. It reduces ammoniacal silver solutions. When heated with urea to ioo° C. it forms allantoin. By continued boiling of its aqueous solution it is decomposed into carbon dioxide and glyoxylic acid, C2H404.