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[[Category:Polycyclic aromatic hydrocarbons]]
[[Category:Polycyclic aromatic hydrocarbons]]


[[fr:Picène]]
[[ja:ピセン]]
[[ja:ピセン]]

Revision as of 11:57, 24 June 2009

For the language, see North Picene and South Picene.
Picene[1]
Names
IUPAC name
Dibenzo[a,i]phenanthrene
Other names
Picene
3,4-Benzchrysene
β,β-Binaphthylene ethene
Identifiers
3D model (JSmol)
ECHA InfoCard 100.005.381 Edit this at Wikidata
  • c12ccccc1c3c(c(ccc5c4cccc5)c4cc3)cc2
Properties
C22H14
Molar mass 278.33 g/mol
Density ? g/cm3
Melting point 366-367 °C
Boiling point 518-520 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Picene is 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 1,2-dibromoethane, or by distilling a-dinaphthostilbene. It crystallizes in large colorless plates which possess a blue fluorescence. It is soluble in concentrated sulfuric acid with a green color. Chromic acid in glacial acetic acid solution oxidizes it to picene-quinone, picene-quinone carboxylic acid, and finally to phthalic acid.

References

  1. ^ Merck Index, 11th Edition, 7368.

Public Domain This article incorporates text from a publication now in the public domainChisholm, Hugh, ed. (1911). Encyclopædia Britannica (11th ed.). Cambridge University Press. {{cite encyclopedia}}: Missing or empty |title= (help)