8-Chloro-5,7-dinitroquinoline

Base Information

• Chemical Name: 8-Chloro-5,7-dinitroquinoline
• CAS No.: 33497-91-5
• Molecular Formula: C9H4ClN3O4
• Molecular Weight: 253.601
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID50385157
• Wikidata: Q82177764
• Mol file: 33497-91-5.mol

Synonyms:8-chloro-5,7-dinitroquinoline;33497-91-5;SCHEMBL1682758;DTXSID50385157;MFCD00450958;STK258101;AKOS005424070;LS-08562;CS-0323497;SR-01000195512;SR-01000195512-1

Chemical Property of 8-Chloro-5,7-dinitroquinoline

Chemical Property:

• PSA: 104.53000
• LogP: 3.75100
• XLogP3: 2.5
• 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

8-Chloro-5,7-dinitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 8-Chloro-5,7-dinitroquinoline

There total 5 articles about 8-Chloro-5,7-dinitroquinoline 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: 87.0%

5,7-dinitro-quinolin-8-ol (1084-32-8) → 8-chloro-5,7-dinitroquinoline (33497-91-5)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; toluene;

DOI:10.1007/s11172-008-0187-4

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 8-chloro-5,7-dinitroquinoline (33497-91-5)

Guidance literature:

With N,N-diethylaniline; at 100 ℃;

Reference yield:

8-quinolinol (148-24-3,24804-14-6) → 8-chloro-5,7-dinitroquinoline (33497-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / aq. HNO₃ / 1 h / 40 °C

2: 78 percent / POCl₃ / 2 h / Heating

With nitric acid; trichlorophosphate;

DOI:10.1039/b307399h

upstream raw materials:

5,7-dinitro-quinolin-8-ol

p-toluenesulfonyl chloride

N,N-diethylaniline

8-quinolinol

Downstream raw materials:

5,7-dinitro-8-(2-hydroxyphenoxy)quinoline

5-benzylthio-2-methyl-4-nitro-2,3-dihydro-1H-pyrrolo[3,4-f]quinoline

8-benzylthio-5,7-dinitroquinoline

2-methyl-4-nitro-5-phenylthio-2,3-dihydro-1H-pyrrolo[3,4-f]quinoline

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