230-17-1

Basic information

• Product Name: BENZO[C]CINNOLINE
• Synonyms: 3,4-Benzocinnoline;5,6-Phenanthroline;9,10-Diazaphenanthrene;Diphenylenazone;Phenazone (three-ring system);O-DIPHENYLENEAZINE;2,2'-AZOBIPHENYL;BENZO[C]CINNOLINE
• CAS NO: 230-17-1
• Molecular Formula: C₁₂H₈N₂
• Molecular Weight: 180.21
• EINECS: 205-936-5
• Mol File: 230-17-1.mol
• Article Data: 36

Chemical Properties

• Melting Point: 156-159 °C
• Boiling Point: 303.03°C (rough estimate)
• Flash Point: 170.2 °C
• Appearance: Yellow-green/Crystalline Powder
• Density: 1.1836 (rough estimate)
• Vapor Pressure: 4.38E-05mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• PKA: 2.80±0.10(Predicted)
• BRN: 126519
• CAS DataBase Reference: BENZO[C]CINNOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[C]CINNOLINE(230-17-1)
• EPA Substance Registry System: BENZO[C]CINNOLINE(230-17-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 24/25-36-26
• Hazardous Substances Data: 230-17-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 36, p. 238, 1958 DOI: 10.1139/v58-032Tetrahedron Letters, 16, p. 1079, 1975

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

Upstream product

• 2436-96-6 1-nitro-2-(2-nitrophenyl)benzene 
• 201230-82-2 carbon monoxide 
• 133886-88-1 9,10-Dihydrotetrabenzo<1,2,7,8>tetraazacyclododecine 
• 17082-12-1 trans-azobenzene 
• 35883-86-4 2-amino-2'-nitrobiphenyl 
• 13463-40-6 iron pentacarbonyl 
• 21711-71-7 2-phenylnitrosobenzene 
• 27436-93-7 pentacarbonyl(1-methoxybenzylidene)chromium⁽⁰⁾ 
• 17012-25-8 10-hydroxy-9,10-azaboraphenanthrene 
• 59964-94-2 (biphenyl-2-yl)hydrazine 
• 591-50-4 iodobenzene 
• 57186-07-9 4,4-dimethyl-1-phenylpyrazolidine-3,5-dione 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 100264-61-7 benzo[c]phthalazino[2,3-a]cinnoline-10,15-dione 

Downstream Products

• 78817-15-9 3-Phenyl-1,1-bis-trifluoromethyl-1H-2,3a,11b-triaza-cyclopenta[l]phenanthrene 
• 96807-13-5 5,6-Dihydro-5-(2-nitrophenyl)-6-phenyl-benzocinnolin 
• 70526-01-1 7,8-dihydro-benzo[c]pyridazino[1,2-a]cinnoline-6,9-dione 
• 32477-74-0 2,3-diphenylpyrazolo<1,2-a>benzocinnolin-1-one 
• 1029645-21-3 (CH(C(CH₃)NC₆H₃(CH(CH₃)2)2)2)Fe(benzo[c]cinnoline) 
• 501087-79-2 W(OC₆H(phenyl)4-2,3,5,6)2(NC₁₂H₈N)(P(methyl)3) 
• 132438-54-1 Ti(OC₆H₃(C₆H₅)2)2(C(C₂H₅)C(C₂H₅)C(C₂H₅)C(C₂H₅)C₆H₄NNC₆H₄) 
• 105900-33-2 2Cu⁽¹⁺⁾*2C₆H₅COO^(1-)*C₁₂H₈N₂={Cu₂(C₆H₅COO)2(C₁₂H₈N₂)} 

Related news

The electrochemical behavior of some podands at a benzo[c]cinnoline modified glassy carbon electrode09/30/2019

This paper describes the grafting of benzo[c]cinnoline (BCC) molecules on glassy carbon (GC) electrode surface. The attachment of BCC molecules to carbon substrate is induced by the electrochemical reduction of the corresponding diazonium salt. The modification of GC with BCC diazonium salt was ...detailed

Phenazines and Their N‐Oxides as Products of Cyclization of N‐Aryl‐2‐nitrosoanilines – Disproof of the Reported Homolytic Cross‐Coupling Process Leading to Benzo[c]cinnoline Oxides09/29/2019

The base‐promoted homolytic cross‐coupling reaction of nitroarenes and anilines involving single electron transfer and leading to benzo[c]cinnoline oxides reported by Sythana et al. (S. K. Sythana, S. Unni, Y. M. Kshirsagar, P. R. Bhagat, Eur. J. Org. Chem.2014, 311) was shown to be incorrect....detailed

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Consequent Construction of C-C and C-N Bonds via Palladium-Catalyzed Dual C-H Activation: Synthesis of Benzo[ c]cinnoline Derivatives

A highly efficient palladium-catalyzed cascade annulation of pyrazolones and aryl iodides to access various benzo[c]cinnoline derivatives has been achieved at 80 °C. A pyridine-type ligand could improve the reaction efficiency under current reaction conditions, giving a higher product yield up to 94%. This novel approach provided a one-pot dual C-H activation strategy with good functional group tolerance, such as halogen, methoxy, nitro, ester, phenol, and so forth. The product could readily convert into cinnoline derivatives.

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