Picene

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For the language, see North Picene and South Picene.
Picene
IUPAC name Dibenzo[a,i]phenanthrene
Other names Picene
3,4-Benzchrysene
β,β-Binaphthylene ethene
Identifiers
CAS number [213-46-7]
SMILES c12ccccc1c3c(c(ccc5c4cccc5)c4cc3)cc2
Properties
Molecular formula C22H14
Molar mass 278.33 g/mol
Density  ? g/cm3
Melting point

366-367 °C

Boiling point

518-520 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

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.

[edit] References

  • Merck Index, 11th Edition, 7368.

[edit] External links

This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.

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