A Text-Book of Organic Chemistry

A Text-Book of Organic Chemistry

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This historic book may have numerous typos and missing text. Purchasers can download a free scanned copy of the original book (without typos) from the publisher. Not indexed. Not illustrated. 1920 edition. Excerpt: ... produced (210): it is usually prepared by this method, which has not yet been fully explained. Lsevulic acid is crystalline: it melts at 335, and boils with slight decomposition at 250. It yields an oxime and a hydrazone, and an addition-product with hydrocyanic acid: in short, it exhibits all the reactions characteristic of ketones. Mesoxalic acid is a type of the dibasic ketonic acids. Its constitution is proved by the formation of ethyl mesoxalate when diethyl dibromomalonate, Br2C(COOC2H5)2, is boiled with barytawater: (C2H5OOC)2CBr2 + Ba (OH)2 = (C2H5OOC)2C(OH)2--BaBr2. Mesoxalic acid is an important decomposition-product of uric acid. Like glyoxylic acid (230), it can only be obtained with one molecule of water. An ester of the anhydrous acid is, however, known: it very readily adds on water. The constitution (COOH)2C(OH)2 must therefore be assigned to the free acid (149) which has most of the properties of ketones, just as chloral hydrate (201) and glyoxylic acid show most of the reactions of aldehydes. When boiled with water, mesoxalic acid loses carbon dioxide, forming glyoxylic acid: It is not surprising that a compound containing a carbon atom loaded with four negative groups should break down thus. The decomposition takes place more readily than that of malonic acid, which does not lose carbon dioxide till heated above its meltingpoint, to 140-150. 235. The conversion of ethyl acetoacetate into its sodium derivative, and the interaction of this substance with an alkyl iodide, yield derivatives in which the alkyl-group introduced is undoubtedly attached to a carbon atom (232). Sometimes the reaction proceeds differently, the metallic atom of the sodium derivative being replaced by a substituent which becomes linked TAUTOMERISM. to the...show more

Product details

  • Paperback | 200 pages
  • 189 x 246 x 11mm | 367g
  • Rarebooksclub.com
  • Miami Fl, United States
  • English
  • black & white illustrations
  • 1236518918
  • 9781236518910