Phenalene
(Redirected from Phenalenes)
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| Names | |||
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| Preferred IUPAC name
1H-Phenalene | |||
| Other names
1-Benzonaphthene; 1H-Benzonaphthene; Perinaphthene; Perinaphthindene; peri-Naphthindene
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| Identifiers | |||
3D model (JSmol)
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| ChEBI | |||
| ChemSpider | |||
| ECHA InfoCard | 100.005.371 | ||
PubChem CID
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| UNII | |||
CompTox Dashboard (EPA)
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| 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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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.
The name was proposed by German chemists in 1922 as a contraction of periphenonaphthalene.[3]
Reactions
[edit]Phenalene is deprotonated by potassium methoxide to give the phenalenyl anion.[4]
See also
[edit]References
[edit]- ^ 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. Bibcode:2007JEnvS..19..948G. doi:10.1016/S1001-0742(07)60156-9. PMID 17966851.
- ^ Fritz Mayer and Adolf Sieglitz (1922). "Investigations and Ring Closures in the Series of the Methylnaphthalenes". Journal of the Chemical Society. 122 (1–2).
- ^ 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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