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C22H14 PICENE

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Originally appearing in Volume V21, Page 581 of the 1911 Encyclopedia Britannica.
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C22H14

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PICENE  , a
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hydrocarbon found in the pitchy
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residue obtained in the
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distillation of
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peat-
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tar and of
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petroleum . This is distilled to dryness and the distillate repeatedly recrystallized from cymene . It may be synthetically prepared by the
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action of anhydrous
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aluminium chloride on a mixture of
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naphthalene and
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ethylene dibromide (R . Lespieau,
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Bull.
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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
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blue
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fluorescence . It is soluble in concentrated sulphuric
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acid with a
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green
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colour . Chromic acid in glacial acetic acid
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solution oxidizes it to
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picene-quinone, picene-quinone carboxylic acid, and finally to
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phthalic acid . When heated with hydriodic acid and
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phosphorus it forms hydrides of
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composition C22Ha.: and C22Ha6 (see E .
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Bamberger and F.D .

Chattaway,

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Ann., 1895, 284, p . 61) .

End of Article: C22H14 PICENE
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