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Skeletal formula
Ball-and-stick model of the picene molecule ball
Preferred IUPAC name
Other names
β,β-Binaphthylene ethene
3D model (JSmol)
ECHA InfoCard 100.005.381
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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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 reported to exhibit superconductive properties.[2] However, due to the apparent inability to reproduce this work,[3] the superconducting nature of doped picene has been met with heavy scepticism.[4]


  1. ^ Merck Index, 11th Edition, 7368.
  2. ^ Das, Saswato (March 2010), "Hydrocarbon Superconductor Discovered", IEEE Spectrum 
  3. ^ Artioli, Gianluca (Dec 2013), "Superconductivity in metal-intercalated aromatic hydrocarbons", J. Mat. Chem. C 
  4. ^ Heguri, Satoshi (May 2015), "Questioning the existence of superconducting potassium doped phases for aromatic hydrocarbons", Phys. Rev. B 

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