2-Chloro-8-nitroquinoline

Base Information

• Chemical Name: 2-Chloro-8-nitroquinoline
• CAS No.: 4225-86-9
• Molecular Formula: C9H5ClN2O2
• Molecular Weight: 208.604
• Hs Code.: 2933499090
• NSC Number: 263744
• DSSTox Substance ID: DTXSID50312862
• Wikidata: Q72456142
• ChEMBL ID: CHEMBL2042581
• Mol file: 4225-86-9.mol

Synonyms:2-chloro-8-nitroquinoline;4225-86-9;MFCD00160589;2-Chloro-8-nitro-quinoline;NSC263744;2-chloro-8-nitro- quinoline;SCHEMBL1031078;CHEMBL2042581;DTXSID50312862;AKOS001591805;DS-2216;NSC 263744;NSC-263744;SB71798;AC-27948;SY111819;CS-0155824;A851953;SR-01000391357;SR-01000391357-1

Chemical Property of 2-Chloro-8-nitroquinoline

Chemical Property:

• Vapor Pressure: 8.18E-05mmHg at 25°C
• Melting Point: 149℃ (ethanol )
• Refractive Index: 1.688
• Boiling Point: 351.7 °C at 760 mmHg
• Flash Point: 166.5 °C
• PSA: 58.71000
• Density: 1.484 g/cm³
• LogP: 3.31960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 208.0039551
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

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

2-Chloro-8-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])N=C(C=C2)Cl

Technology Process of 2-Chloro-8-nitroquinoline

There total 6 articles about 2-Chloro-8-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: 64.0%

2-Chloroquinoline (612-62-4) → 2-chloro-8-nitroquinoline (4225-86-9)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 40 ℃; for 0.833333h;

Reference yield: 54.0%

2-Chloroquinoline (612-62-4) → 2-chloro-5-nitroquinoline (13067-94-2) + 2-chloro-8-nitroquinoline (4225-86-9)

Guidance literature:

2-Chloroquinoline; With sulfuric acid; nitric acid; at 0 - 20 ℃; for 1h;

With sodium carbonate; In water;

DOI:10.1016/j.ejmech.2012.04.029

Reference yield:

2-Chloroquinoline (612-62-4) → 2-chloro-5-nitroquinoline (13067-94-2) + 2-chloro-8-nitroquinoline (4225-86-9)

Guidance literature:

upstream raw materials:

2-Chloroquinoline

8-nitro-quinoline N-oxide

Downstream raw materials:

8-Nitroquinolin-2(1H)-one

8-nitroquinolin-2-ol

2-chloro-8-aminoquinoline

(4-chloro-phenyl)-(8-nitro-[2]quinolyl)-amine

Refernces

• 1、 Thorat, Shivaji A.,Lee, Yoonji,Jung, Aeran,Ann, Jihyae,Ahn, Songyeon,Baek, Jisoo,Zuo, Dongxu,Do, Nayeon,Jeong, Jin Ju,Blumberg, Peter M.,Esch, Timothy E.,Turcios, Noe A.,Pearce, Larry V.,Ha, Hee-Jin,Yoo, Young Dong,Hong, Sunhye,Choi, Sun,Lee, Jeewoo. "Discovery of Benzopyridone-Based Transient Receptor Potential Vanilloid 1 Agonists and Antagonists and the Structural Elucidation of Their Activity Shift". . p. 370 - 384. Retrieved 2021/02/05.
• 2、 Ding, Duanchen,Jiang, Hanning,Ma, Xin,Nash, John J.,Kentt?maa, Hilkka I.. "Effects of the Distance between Radical Sites on the Reactivities of Aromatic Biradicals". supporting information. p. 8415 - 8428. Retrieved 2020/10/02.