Triphenylene

A flat polycyclic aromatic hydrocarbon (PAH), it consists of four fused benzene rings.Triphenylene has delocalized 18-π-electron systems based on a planar structure, corresponding to the symmetry group D3h.[3] Another method involves trapping benzyne with a biphenyl derivative.[4] Triphenylene is more resonance stable than its isomers chrysene, benz[a]anthracene, benzo[c]phenanthrene, and tetracene.[5] As a disc-shaped, planar molecule, triphenylene has attracted attention as the core of discotic mesogen in liquid crystalline materials.
Skeletal formula with numbering convention
Skeletal formula with numbering convention
Ball-and-stick model
Ball-and-stick model
Preferred IUPAC nameCAS NumberChEMBLChemSpiderECHA InfoCardEC NumberPubChemCompTox DashboardSMILESChemical formulaMolar massDensityMelting pointBoiling pointMagnetic susceptibilitystandard stateorganic compoundpolycyclic aromatic hydrocarbonbenzenesymmetry groupcoal tartrimerizationbenzyneresonancechrysenebenz[a]anthracenebenzo[c]phenanthrenetetracenehydrogenationmesogenliquid crystallineInternational Union of Pure and Applied ChemistryThe Royal Society of ChemistryBibcodeOrganic SynthesesWayback MachinePolycyclic aromatic hydrocarbonsButaleneAzuleneNaphthaleneAcenaphtheneAcenaphthyleneAnthraceneFluorenePhenalenePhenanthreneBenzo[a]fluoreneBenzo[c]fluoreneFluoranthenePyreneTricyclobutabenzeneBenz[e]acephenanthryleneBenzopyreneBenzo[a]pyreneBenzo[e]pyrene6H-Benzo[cd]pyrene(Olympicene)Benzo[a]fluorantheneBenzo[b]fluorantheneBenzo[j]fluorantheneBenzo[k]fluoranthenetrans-BicaliceneDibenz[a,h]anthraceneDibenz[a,j]anthracenePentacenePerylenePiceneTetraphenyleneAnthanthreneBenzo[ghi]peryleneCorannuleneDibenzopyrenesHexaceneTrianguleneZethreneCoroneneDicoronyleneDiindenoperyleneHeptaceneHexabenzocoroneneHexa-cata-KekuleneOvaleneRubiceneRubreneSumaneneSuperphenaleneTrinaphthyleneTruxeneCirculeneCyclaceneHelicenePhenacene