Phenalene

{{For|the di-substituted benzene ring molecular fragment|phenylene}}

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464199817

| ImageFileL1_Ref = {{chemboximage|correct|??}}

| ImageFileL1=Phenalene.svg

| ImageSizeL1=110px

| ImageFileR1=Phenalene molecule ball.png

| ImageSizeR1=130px

| ImageAltR1 = Ball-and-stick model of the phenalene molecule

| PIN = 1H-Phenalene

| OtherNames=1-Benzonaphthene; 1H-Benzonaphthene; Perinaphthene; Perinaphthindene; peri-Naphthindene

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 8795

| InChI = 1/C13H10/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-8H,9H2

| InChIKey = XDJOIMJURHQYDW-UHFFFAOYAK

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C13H10/c1-4-10-6-2-8-12-9-3-7-11(5-1)13(10)12/h1-8H,9H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = XDJOIMJURHQYDW-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|changed|??}}

| CASNo=203-80-5

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = DQ27KZF2V7

| PubChem=9149

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 33082

| SMILES = c3c1cccc2\C=C/Cc(c12)cc3

}}

|Section2={{Chembox Properties

| C=13|H=10

| MolarMass=166.22 g/mol

| Appearance= white solid

| Density= 1.139 g/cm³

| MeltingPtC=159-160

| BoilingPt=

| Solubility=

| pKa= 18.1 (in DMSO) {{Cite journal|last1=Bausch|first1=M. J.|last2=Guadalupe-fasano|first2=C.|last3=Jirka|first3=G.|last4=Peterson|first4=B.|last5=Selmarten|first5=D.|date=1991-01-01|title=Examinations of Dimethyl Sulfoxide-Phase Equilibrium Acidities of Selected Polycyclic Aromatic Compounds|journal=Polycyclic Aromatic Compounds|volume=2|issue=1|pages=19–27|doi=10.1080/10406639108047854|issn=1040-6638}}

}}

|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

}}

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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.{{cite journal |vauthors=Gao H, Ma MQ, Zhou L, Jia RP, Chen XG, Hu ZD |title=Interaction of DNA with aromatic hydrocarbons fraction in atmospheric particulates of Xigu District of Lanzhou, China |journal=J Environ Sci (China) |volume=19 |issue=8 |pages=948–54 |year=2007 |pmid=17966851 |doi= 10.1016/S1001-0742(07)60156-9|bibcode=2007JEnvS..19..948G }} It is the parent compound for the phosphorus-containing phosphaphenalenes.

The name was proposed by German chemists in 1922 as a contraction of periphenonaphthalene.{{Cite journal |url=https://archive.org/details/in.ernet.dli.2015.43035/page/n769/mode/1up |journal = Journal of the Chemical Society | title = Investigations and Ring Closures in the Series of the Methylnaphthalenes | author = Fritz Mayer and Adolf Sieglitz | date = 1922 | volume = 122 | issue = 1–2 }}