8-Nitrocinnoline

Base Information

• Chemical Name: 8-Nitrocinnoline
• CAS No.: 2942-37-2
• Molecular Formula: C8H5N3O2
• Molecular Weight: 175.14400
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40506298
• Wikidata: Q82361993
• Mol file: 2942-37-2.mol

Synonyms:8-Nitrocinnoline;2942-37-2;SCHEMBL8470753;DTXSID40506298;AKOS016002468;A912561

Chemical Property of 8-Nitrocinnoline

Chemical Property:

• PSA: 71.60000
• LogP: 2.06120
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 175.038176411
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

99%min ^*data from raw suppliers

8-Nitrocinnoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 8-Nitrocinnoline

There total 6 articles about 8-Nitrocinnoline 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: 35.1%

Cinnoline (253-66-7) → 8-nitrocinnoline (2942-37-2) + 5-nitrocinnoline (2942-36-1) + 3-hydroxy-5-nitrocinnoline

Guidance literature:

With sulfuric acid; nitric acid; at 75 ℃;

DOI:10.1248/cpb.29.726

Reference yield:

toluene-4-sulfonic acid-[N'-(8-nitro-cinnolin-4-yl)-hydrazide] (2601-53-8) → 8-nitrocinnoline (2942-37-2)

Guidance literature:

With sodium carbonate;

DOI:10.1039/jr9530000609

Reference yield:

cinnoline-4-carboxylic acid (21905-86-2) → 8-nitrocinnoline (2942-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzophenone / 155 - 165 °C

2: concentrated H₂SO₄; aqueous HNO₃

With benzophenone; sulfuric acid; nitric acid;

DOI:10.1039/jr9510001971

upstream raw materials:

Cinnoline

toluene-4-sulfonic acid-[N'-(8-nitro-cinnolin-4-yl)-hydrazide]

nitric acid

cinnoline-4-carboxylic acid

Downstream raw materials:

7-aminoindole

8-Amino-cinnolin

Refernces