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Encyclopedia Britannica



PYRENE, C16H

This article appears in Volume V22, Page 687 of the Encyclopedia Britannica.

Encyclopedia Britannica - Main :: PRE-PYR
PYRENE, C16H ,o, a hydrocarbon found together with chrysene in the last portion of the coal tar distillate, and also in " Stupp " fat.
The crude solid product from the tar distillate is digested with carbon bisulphide to dissolve the pyrene, the solution filtered and the solvent evaporated. The residue is dissolved in
alcohol
  and to the cold saturated solution a cold alcoholic solution of picric acid is added. The picrate so formed is then decomposed by
ammonia
 . On its separation from " Stupp " fat see E. Bamberger and M. Philip, Ann., 1887, 240, p. 161. It crystallizes in
monoclinic
  tables which melt at 148-149 C. Chromic acid oxidizes it to pyrene quinone, C,6H,02, and pyrenic acid, C16H,606. The picrate, which is easil1 soluble in
benzene
 , crystallizes in
long
  red needles melting at 222 . When heated with hydriodic acid and
phosphorus
  to zoo C. it yields a hexahydride. It has been obtained synthetically by M. Freund and H. Michaels (Ber., 1897, 30, p. 1383) by distilling thebenol over
zinc
  dust in a stream of hydrogen, or by the action of hydriodic acid and
phosphorus
  at 220 C. on thebenol.


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