Carbocyclic & Heterocyclic Series

Carbocyclic & Heterocyclic Series

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This historic book may have numerous typos and missing text. Purchasers can usually download a free scanned copy of the original book (without typos) from the publisher. Not indexed. Not illustrated. 1905 edition. Excerpt: Pinonic Acid, C, H,6O, melting at 104 and boiling at 187 (15 mm.). It is a ketone-carboxylic acid. Other products are pinoyl formic acid, C, H, O, melting at 79, a ketone dicarboxylic acid, and nopic acid, C, oH, O_, melting at 127, which sulphuric acid converts into dihydrocuminic acid (B. 29, 1923). Pinonic acid is readily attacked. Bromine and alkali, or dilute nitric acid, oxidize it to the very stable pinic acid, C9H, O, melting at 102. The latter acid, by means of the a-br0m-and a-oxypinic acids, and oxidation of the last, give rise to norpinic acid, C, H, O, melting at 174. The last two very stable acids very probably contain a tetramethylene ring corresponding to the formulas: Baeyer, therefore, concurring with Wagner, assumes that in pinonic acid and pinene there is present a four-membered ring--a so-called pirean ring (B. 29, 2776): ' CH CH, . c/ c11, CH. (see p. 321). I Pmene. The breaking-down of pinonic acid and pinoyl formic acid has also been attained in two other ways: (1) Chromic acid changes pinonic acid to ketoisocamphoric acid, C, H, ., O5, which is produced by the oxidation of_campholenic acid (p. 328). Keto-isocamphoric acid can be broken down into isocamphoronic acid, C9H,5O6, and further into dimethyltricarballylic acid, COOH. C(CH_, ), CH(COOH)CH, COOH. The constitution of the latter has been proved by the decomposition of the corresponding oxy-acid into dimethyl succinic acid and oxalic acid when it is fused with caustic potash (compare oxycamphoronic acid, p. 333). The constitutional formulas of ketoisocamphoric acid, isocamphoronic acid, and, therefore, that of pinonic acid, are at present subjects of controversy (see B. 29, 27791 327)-_ (2) When pinonic acid is heated with acids there occurs an intermediate...
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Product details

  • Paperback | 224 pages
  • 189 x 246 x 12mm | 408g
  • United States
  • English
  • black & white illustrations
  • 1236805631
  • 9781236805638