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Encyclopedia Britannica



CAFFEINE, or THEINE (1.3.7 trimethyl 2 . 6 dioxypurin)

This article appears in Volume V04, Page 945 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: BUN-CAL
CAFFEINE, or THEINE (1.3.7 trimethyl 2 . 6 dioxypurin) , C$ His N4 02 . H? O, a substance found in the leaves and beans of the
coffee
  tree, in tea, in
Paraguay
  tea, and in small quantities in
cocoa
  and in the kola nut. It may be extracted from tea or
coffee
  by boiling with water, the dissolved
tannin
  precipitated by basic lead acetate, the solution filtered, excess of lead precipitated by sulphuretted hydrogen and the filtered liquid then evaporated to crystallization; or, tea is boiled with water, and the whole then evaporated to a syrup, which is mixed with slaked lime, evaporated to dryness on the water-bath and extracted with chloroform (P. Cazeneuve,
Bull
 . de la soc. chim. de Paris, 1876-1877, 27, p. 199). Synthetically it may be prepared by the methylation of silver theobromine and silver theophyllin or by boiling heteroxanthine with methyl iodide and potash. E. Fischer and L. Ach (Berichte, 1895, 28, p. 3135) have synthesized it from dimethyl alloxan, whilst W. Traube (Berichte, 1900, 33, p. 3435) has obtained it from 1 . 3 diamethyl 4. 5 diamino 2.6 dioxypyrimidine. On the constitution of caffeine see BURIN and also E. Fischer (Annalen, 1882, 215, p. 253).
Caffeine crystallizes in
long
  silky needles, which are slightly soluble in cold water. It becomes anhydrous at ro0 C. and melts at 234 to 23 5 C. It has a faint
bitter
 
taste
  and gives salts with
mineral
  acids. On oxidation with nitric acid caffeine gives cholesterophane (dimethyl parabanic acid), but if chlorine water be used as the oxidant, then it yields monomethyl urea and dimethyl alloxan (E. Fischer).


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