4-Bromo-6-nitroquinoline

Base Information

• Chemical Name: 4-Bromo-6-nitroquinoline
• CAS No.: 860195-53-5
• Molecular Formula: C₉H₅BrN₂O₂
• Molecular Weight: 253.055
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10699242
• Wikidata: Q82630085
• Mol file: 860195-53-5.mol

Synonyms:4-BROMO-6-NITROQUINOLINE;860195-53-5;SCHEMBL22492337;DTXSID10699242;AMY13970;MFCD08688607;AKOS016002463;DS-17764;F20145

Chemical Property of 4-Bromo-6-nitroquinoline

Chemical Property:

• Boiling Point: 390.8±22.0 °C(Predicted)
• PKA: 1.63±0.16(Predicted)
• PSA: 58.71000
• Density: 1.747±0.06 g/cm3(Predicted)
• LogP: 3.42870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 251.95344
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-bromo-6-nitroquinoline 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CC(=C2C=C1[N+](=O)[O-])Br

Technology Process of 4-Bromo-6-nitroquinoline

There total 2 articles about 4-Bromo-6-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: 78.0%

4-hydroxy-6-nitro-quinoline (23432-42-0) → 4-bromo-6-nitroquinoline (860195-53-5)

Guidance literature:

With phosphorus(V) oxybromide; In toluene; at 125 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.201202544

Reference yield:

quinolin-4-ol (611-36-9) → 4-bromo-6-nitroquinoline (860195-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; nitric acid / 0 - 5 °C / Cooling with ice

1.2: 2 h / 20 °C

2.1: phosphorus(V) oxybromide / toluene / 5 h / 125 °C / Inert atmosphere

With sulfuric acid; nitric acid; phosphorus(V) oxybromide; In toluene;

DOI:10.1002/anie.201202544

upstream raw materials:

4-hydroxy-6-nitro-quinoline

quinolin-4-ol

Refernces