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Phenalene

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For the di-substituted benzene ring molecular fragment, see phenylene.
Phenalene
Ball-and-stick model of the phenalene molecule
Names
Preferred IUPAC name
1H-Phenalene
Other names
Perinaphthene
1H-Benzonaphthene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.371 Edit this at Wikidata
  • 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
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).
☒N verify (what is checkY☒N ?)

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.

Reactions

Phenalene is deprotonated by potassium methoxide to give the phenalenyl anion.[3]

See also

References

  1. ^ Bausch, M. J.; Guadalupe-fasano, C.; Jirka, G.; Peterson, B.; Selmarten, D. (1991-01-01). "Examinations of Dimethyl Sulfoxide-Phase Equilibrium Acidities of Selected Polycyclic Aromatic Compounds". Polycyclic Aromatic Compounds. 2 (1): 19–27. doi:10.1080/10406639108047854. ISSN 1040-6638.
  2. ^ Gao H, Ma MQ, Zhou L, Jia RP, Chen XG, Hu ZD (2007). "Interaction of DNA with aromatic hydrocarbons fraction in atmospheric particulates of Xigu District of Lanzhou, China". J Environ Sci (China). 19 (8): 948–54. PMID 17966851.
  3. ^ Reid, D. H. (1965-01-01). "The chemistry of the phenalenes". Quarterly Reviews, Chemical Society. 19 (3). doi:10.1039/qr9651900274. ISSN 0009-2681.


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