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Encyclopedia Britannica



ANTHRACENE (from the Greek avOpa, coal)

This article appears in Volume V02, Page 105 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: ANC-APO
ANTHRACENE (from the Greek avOpa, coal) , Cr4H1o, a hydrocarbon obtained from the fraction of the coal-tar distillate boiling between 270 and 400 C. This high boiling fraction is allowed to stand for some days, when it partially solidifies. It is then separated in a centrifugal
machine
 , the low melting-point impurities are removed by means of hot water, and the residue is finally hot-pressed. The crude anthracene cake is purified by treatment with the higher
pyridine
  bases, the operation being carried out in large steam-jacketed boilers. The whole
mass
  dissolves on
heating
 , and the anthracene crystallizes out on cooling. The crystallized anthracene is then removed by a centrifugal separator and the process of solution in the
pyridine
  bases is repeated. Finally the anthracene is purified by sublimation.
Many synthetical processes for the preparation of anthracene and its derivatives are known. It is formed by the condensation of acetylene tetrabromide with benzene in the presence of
aluminium
  chloride:
BrCHBr
C6H6
 + I +
C6H6
 =4HBr+C6H4K. I 4H4, BrCHBr
and similarly from methylene dibromide and benzene, and also when benzyl chloride is heated with
aluminium
  chloride to 200 C. By condensing ortho-brombenzyl bromide with sodium, C. L. Jackson and J. F.
White
  (Ber., 1879, 12, p. 1965) obtained dihydro-anthracene


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