Synthetic Tannins by Georg Grasser
page 30 of 193 (15%)
page 30 of 193 (15%)
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ammonia. Perkin [Footnote: _Proc. Chem. Soc._, 1905, 21, 212.] obtained
a substance very similar to ellagic acid by electrolysis of gallic acid in sulphuric acid solution; on oxidising gallic acid in concentrated sulphuric acid solution, Perkin and Nierenstein [Footnote: _Ibid._, 1905, 21, 185.] obtained flavellagic acid. Ellagic acid is also obtained by heating luteic acid in a 10 per cent. soda solution. Ellagic acid thus prepared crystallises with 2 molecules of water as yellow micro-crystalline rhombic prisms or prismatic needles. The crystals lose this water when heated to 100 C., and it is possible that it is water of constitution, in which case the substance would be hexoxydiphenylcarboxylic acid, and the substance left after drying at 100 C., the dilactone.[Footnote: _Arch. d. Pharm_., 1907, 244, 575.] Ellagic acid is slightly soluble in water, alcohol, and ether, but is easily soluble in caustic potash. With concentrated nitric acid the product assumes a red colour, which appears to be due to the presence of impurities; ellagic acid is commercially known as "alizarin yellow." The constitution of ellagic acid was uncertain for a long time, and different structural formulae were proposed which more or less corresponded to its properties. The most satisfactory structural formula was proposed by Graebe--[Footnote: _Chem. Ztg_., 1903, 129.] ---CO.O--- ^ -------- ^ OH | | | | HO V --O.CO-- V OH OH This would represent a tetroxydiphenylmethylolide. |
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