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C22H14 PICENE
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PICENE, C22H14, a hydrocarbon found in the pitchy residue obtained in the distillation of peat-tar and of petroleum. This is distilled to dryness and the distillate repeatedly recrystallized from cymene. It may be synthetically prepared by the action of anhydrous aluminium chloride on a mixture of naphthalene and ethylene dibromide (R. Lespieau, Bull. soc. shim., 1891, (3), 6, p. 238), or by distilling a-dinaphthostilbene (T. Hirn, Ber., 1899, 32, p. 3341). It crystallizes in large colourless plates which possess a blue fluorescence. It is soluble in concentrated sulphuric acid with a green colour. Chromic acid in glacial acetic acid solution oxidizes it to picene-quinone, picene-quinone carboxylic acid, and finally to phthalic acid. When heated with hydriodic acid and phosphorus it forms hydrides of composition C22Ha.: and C22Ha6 (see E. Bamberger and F.D. Chattaway, Ann., 1895, 284, p. 61).