2-Chloro-6,8-dinitro-quinoline

Base Information

• Chemical Name: 2-Chloro-6,8-dinitro-quinoline
• CAS No.: 296759-28-9
• Molecular Formula: C₉H₄ClN₃O₄
• Molecular Weight: 253.601
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID40476407
• Nikkaji Number: J1.357.217H
• Wikidata: Q82307637
• Mol file: 296759-28-9.mol

Synonyms:2-CHLORO-6,8-DINITRO-QUINOLINE;296759-28-9;2-Chloro-6,8-dinitroquinoline;Quinoline, 2-chloro-6,8-dinitro-;C9H4ClN3O4;DTXSID40476407;AKOS024258339;AB19834;FT-0726133

Chemical Property of 2-Chloro-6,8-dinitro-quinoline

Chemical Property:

• PSA: 104.53000
• LogP: 3.75100
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 252.9890333
• Heavy Atom Count: 17
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-6,8-dinitro-quinoline 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC2=C(C=C(C=C21)[N+](=O)[O-])[N+](=O)[O-])Cl

Technology Process of 2-Chloro-6,8-dinitro-quinoline

There total 2 articles about 2-Chloro-6,8-dinitro-quinoline 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: 98.0%

6,8-dinitro-3,4-dihydroquinolin-2-one (296759-27-8) → 2-chloro-6,8-dinitro-quinoline (296759-28-9)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

DOI:10.1016/S0960-894X(00)00290-0

Reference yield:

3,4-dihydro-2(1H)-quinolone (553-03-7) → 2-chloro-6,8-dinitro-quinoline (296759-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / HNO₃; H₂SO₄ / 0.5 h / 100 °C

2: 98 percent / POCl₃ / dimethylformamide / 4 h / 60 °C

With sulfuric acid; nitric acid; trichlorophosphate; In N,N-dimethyl-formamide; 1: Nitration / 2: Chlorination;

DOI:10.1016/S0960-894X(00)00290-0

upstream raw materials:

6,8-dinitro-3,4-dihydroquinolin-2-one

3,4-dihydro-2(1H)-quinolone