:Benzo(c)cinnoline

{{short description|Chemical compound}}

{{DISPLAYTITLE:Benzo(c)cinnoline}}

{{correct title|reason=bracket|edit=substitution|Benzo[c]cinnoline}}

{{Chembox

| Name = Benzo[c]cinnoline

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 424845554

| ImageFile=Benzo-c-cinnoline.png

| ImageSize=180px

| PIN=Benzo[c]cinnoline

| OtherNames=Diphenylenazone; phenazone; 9,10-diazaphenanthrene; 2,2'-azobiphenyl; 3,4-benzocinnoline; 5,6-phenanthroline

|Section1={{Chembox Identifiers

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

| CASNo = 230-17-1

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

| UNII = P346MC4QRL

| PubChem=9190

| SMILES=C1=CC=C2C(=C1)C3=CC=CC=C3N=N2

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 8835

| InChI = 1/C12H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)14-13-11/h1-8H

| InChIKey = SWJXWSAKHXBQSY-UHFFFAOYAY

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

| StdInChI = 1S/C12H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)14-13-11/h1-8H

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

| StdInChIKey = SWJXWSAKHXBQSY-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| Formula=C₁₂H₈N₂

| MolarMass=180.21 g/mol

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

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|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

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Benzo[c]cinnoline is a tricyclic organic compound with the formula C₁₂H₈N₂. Formally this species is derived by oxidative dehydrogenation of 2,2'-diaminobiphenyl. This heterocycle reacts with iron carbonyls to form C₁₂H₈N₂Fe₂(CO)₆.R. P. Bennett, "Iron Carbonyl Complexes of Azo Compounds" Inorganic Chemistry, Volume 9, pp. 2184-6 (1970) (description of the first iron carbonyl derivative)