Phenalene

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

Names
Preferred IUPAC name 1H-Phenalene
Other names 1-Benzonaphthene; 1H-Benzonaphthene; Perinaphthene; Perinaphthindene; peri-Naphthindene
Identifiers
CAS Number	203-80-5 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33082 Y
ChemSpider	8795 Y
ECHA InfoCard	100.005.371
PubChem CID	9149
UNII	DQ27KZF2V7 Y
CompTox Dashboard (EPA)	DTXSID5075369
InChI InChI=1S/C13H10/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-8H,9H2 Y Key: XDJOIMJURHQYDW-UHFFFAOYSA-N Y 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
SMILES 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 (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 YN ?) Infobox references

The name was proposed by German chemists in 1922 as a contraction of periphenonaphthalene.^[3]

Reactions

Phenalene is deprotonated by potassium methoxide to give the phenalenyl anion.^[4]

See also

• Zethrene
• Cyclopentadiene