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Phenalene





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For the di-substituted benzene ring molecular fragment, see phenylene.

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.

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

CAS Number

3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.371 Edit this at Wikidata

PubChem CID
UNII

CompTox Dashboard (EPA)

  • 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

Chemical formula

 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 (inDMSO) [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 ?)

Infobox references

Reactions

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

See also

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References

edit
  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.
  • ^ 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.
  • ^ 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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    Last edited on 18 August 2022, at 19:49  





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    ●This page was last edited on 18 August 2022, at 19:49 (UTC).
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