Picene

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Picene[1]
Skeletal formula
Ball-and-stick model
Identifiers
CAS number 213-46-7 N
ChemSpider 8808 YesY
KEGG C19500 N
ChEBI CHEBI:33090 YesY
Jmol-3D images Image 1
Properties
Molecular formula C22H14
Molar mass 278.33 g/mol
Density  ? g/cm3
Melting point 366 to 367 °C (691 to 693 °F; 639 to 640 K)
Boiling point 518 to 520 °C (964 to 968 °F; 791 to 793 K)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox 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.

When intercalated with potassium or rubidium and cooled to below 18 K, picene has been shown to exhibit superconductive properties.[2]

References[edit]

  1. ^ Merck Index, 11th Edition, 7368.
  2. ^ Das, Saswato (March 2010), "Hydrocarbon Superconductor Discovered", IEEE Spectrum 

Public Domain This article incorporates text from a publication now in the public domainChisholm, Hugh, ed. (1911). Encyclopædia Britannica (11th ed.). Cambridge University Press.