Phenalene

Chemical compound From Wikipedia, the free encyclopedia

1H-Phenalene, often called simply phenalene is a polycyclic aromatic hydrocarbon (PAH). Like many PAHs, it is an atmospheric pollutant formed during the combustion of fossil fuels.[2] It is the parent compound for the phosphorus-containing phosphaphenalenes.

Quick facts Names, Identifiers ...
Phenalene
Ball-and-stick model of the phenalene molecule
Names
Preferred IUPAC name
1H-Phenalene
Other names
1-Benzonaphthene; 1H-Benzonaphthene; Perinaphthene; Perinaphthindene; peri-Naphthindene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.371 Edit this at Wikidata
UNII
  • InChI=1S/C13H10/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-8H,9H2 checkY
    Key: XDJOIMJURHQYDW-UHFFFAOYSA-N checkY
  • InChI=1/C13H10/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-8H,9H2
    Key: XDJOIMJURHQYDW-UHFFFAOYAK
  • c3c1cccc2\C=C/Cc(c12)cc3
Properties
C13H10
Molar mass 166.22 g/mol
Appearance white solid
Density 1.139 g/cm3
Melting point 159–160 °C (318–320 °F; 432–433 K)
Acidity (pKa) 18.1 (in DMSO) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The name was proposed by German chemists in 1922 as a contraction of periphenonaphthalene.[3]

It has been discovered in interstellar space in the Taurus Molecular cloud (TMC-1) as part of the QUIJOTE survey.[4]

Reactions

Phenalene is deprotonated by potassium methoxide to give the phenalenyl anion.[5]

See also

References

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