Phenalene

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.

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
1-Benzonaphthene; 1H-Benzonaphthene; Perinaphthene; Perinaphthindene; peri-Naphthindene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.371
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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Infobox references

Reactions

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

gollark: Well, [REDACTED], and when I deleted some of your more power-mad messages while technically sort of complying with the rules while trying to analogize it to you randomly muting people.
gollark: I'm STILL not here.
gollark: Anyway, unfortunately my attempt at making you demote me before the review so I wouldn't have to wait for the review did not work.
gollark: But do those need to be part of a *staff review*, per se?
gollark: "Has to"?

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. doi:10.1016/S1001-0742(07)60156-9. PMID 17966851.
  3. Reid, D. H. (1965-01-01). "The chemistry of the phenalenes". Quarterly Reviews, Chemical Society. 19 (3): 274. doi:10.1039/qr9651900274. ISSN 0009-2681.


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