Heptalene

{{Short description|Hydrocarbon compound}}

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 424725903

| ImageFile = Chemical structure of heptalene.png

| ImageSize = 150px

| ImageName = Skeletal formula

| ImageFile1 = Heptalene-3D-balls.png

| ImageSize1 = 170px

| ImageName1 = Ball-and-stick model

| PIN = Heptalene

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 257-24-9

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

| UNII = MJX2GL6N86

| PubChem = 5460725

| SMILES = C1=CC=C2C=CC=CC=C2C=C1

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

| ChemSpiderID = 4574193

| InChI = 1/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H

| InChIKey = DDTGNKBZWQHIEH-UHFFFAOYAV

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C12H10/c1-3-7-11-9-5-2-6-10-12(11)8-4-1/h1-10H

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = DDTGNKBZWQHIEH-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=12|H=10

| Appearance =

| Density =

| MeltingPt =

| BoilingPt =

| Solubility =

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|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

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Heptalene is a polycyclic hydrocarbon with chemical formula {{chem2|C12H10}}, composed of two fused cycloheptatriene rings. It is an unstable, non-planar compound which is non-aromatic.{{cite journal | doi = 10.1002/hlca.19870700222 | title = A Liquid-Crystal Study of Heptalene | year = 1987 | last1 = Gottarelli | first1 = Giovanni | last2 = Hansen | first2 = Hans-Jürgen | last3 = Spada | first3 = Gian Piero | last4 = Weber | first4 = Roland H. | journal = Helvetica Chimica Acta | volume = 70 | issue = 2 | pages = 430}}{{Cite journal | doi = 10.1016/S0040-4020(01)92529-3 | title = The aromaticity of pentalene, heptalene and related bicyclic hydrocarbons | year = 1966 | last1 = Boyd | first1 = G.V. | journal = Tetrahedron | volume = 22 | issue = 10 | pages = 3409}} The dianion, however, satisfies Hückel's rule, is thermally stable, and is planar.{{Cite journal | doi = 10.1002/hlca.19740570811 | title = The Dianion of Heptalene | year = 1974 | last1 = Oth | first1 = Jean F. M. | last2 = Müllen | first2 = Klaus | last3 = Königshofen | first3 = Heinrich | last4 = Wassen | first4 = Jürgen | last5 = Vogel | first5 = Emanuel | journal = Helvetica Chimica Acta | volume = 57 | issue = 8 | pages = 2387}}