5-Nitroquinoline

Base Information

• Chemical Name: 5-Nitroquinoline
• CAS No.: 607-34-1
• Molecular Formula: C9H6N2O2
• Molecular Weight: 174.159
• Hs Code.: 29334900
• European Community (EC) Number: 210-134-3
• NSC Number: 65583
• UNII: XHP5J23AZ5
• DSSTox Substance ID: DTXSID8075255
• Nikkaji Number: J2.986F
• Wikidata: Q238548
• ChEMBL ID: CHEMBL164449
• Mol file: 607-34-1.mol

Synonyms:5-nitroisoquinoline;5-nitroquinoline

Chemical Property of 5-Nitroquinoline

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000505mmHg at 25°C
• Melting Point: 71-73 °C(lit.)
• Refractive Index: 1.682
• Boiling Point: 323.1 °C at 760 mmHg
• PKA: 2.80±0.12(Predicted)
• Flash Point: 149.2 °C
• PSA: 58.71000
• Density: 1.354 g/cm³
• LogP: 2.66620
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

5-Nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-40-68-36/37/38
• Safety Statements: 7-22-36-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=N2)C(=C1)[N+](=O)[O-]

Technology Process of 5-Nitroquinoline

There total 18 articles about 5-Nitroquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

5-nitro-quinoline-1-oxide (7613-19-6) → 5-nitroquinoline (607-34-1)

Guidance literature:

With Methyl phenyldiazoacetate; copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 60 ℃; for 12h; Inert atmosphere; Sealed tube; Molecular sieve;

DOI:10.1039/c5cc01739d

Reference yield: 35.0%

quinoline (91-22-5) → 8-nitroquinoline (607-35-2) + 5-nitroquinoline (607-34-1)

Guidance literature:

quinoline; With sulfuric acid; nitric acid; at 20 ℃; for 1h;

With sodium carbonate; In water;

DOI:10.1016/j.ejmech.2012.04.029

Reference yield: 35.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) + 3-nitro-aniline (99-09-2) → 5-nitroquinoline (607-34-1) + 7-nitroquinoline (613-51-4)

Guidance literature:

With arsenic(V) oxide; sulfuric acid; at 170 ℃; for 8h;

DOI:10.1055/s-1981-29435

upstream raw materials:

quinoline

1-methyl-5-nitroquinolin-1-ium iodide

glycerol

3-nitro-aniline

Downstream raw materials:

5-Aminoquinoline

5-amino-8-hydroxyquinoline

5-nitroquinolin-2-ol

2,6-dinitrobenzoic acid

Refernces

• 1、 Pedron, Julien,Boudot, Clotilde,Hutter, Sébastien,Bourgeade-Delmas, Sandra,Stigliani, Jean-Luc,Sournia-Saquet, Alix,Moreau, Alain,Boutet-Robinet, Elisa,Paloque, Lucie,Mothes, Emmanuelle,Laget, Michèle,Vendier, Laure,Pratviel, Geneviève,Wyllie, Susan,Fairlamb, Alan,Azas, Nadine,Courtioux, Bertrand,Valentin, Alexis,Verhaeghe, Pierre. "Novel 8-nitroquinolin-2(1H)-ones as NTR-bioactivated antikinetoplastid molecules: Synthesis, electrochemical and SAR study". . p. 135 - 152. Retrieved 2018/06/08.
• 2、 Jeong, Jisu,Lee, Donggun,Chang, Sukbok. "Copper-catalyzed oxygen atom transfer of N-oxides leading to a facile deoxygenation procedure applicable to both heterocyclic and amine N-oxides". supporting information. p. 7035 - 7038. Retrieved 2015/04/22.