3-Nitro-9-fluorenone

Base Information

• Chemical Name: 3-Nitro-9-fluorenone
• CAS No.: 42135-22-8
• Molecular Formula: C13H7NO3
• Molecular Weight: 225.203
• Hs Code.: 2914700090
• European Community (EC) Number: 255-675-6
• NSC Number: 90801
• UNII: UCA2S9B5TS
• DSSTox Substance ID: DTXSID9075325
• Nikkaji Number: J1.049I
• Wikidata: Q82003304
• ChEMBL ID: CHEMBL354533
• Mol file: 42135-22-8.mol

Synonyms:3-nitro-9-fluorenone;3-nitrofluorenone

Chemical Property of 3-Nitro-9-fluorenone

Chemical Property:

• Vapor Pressure: 6.36E-08mmHg at 25°C
• Melting Point: 239.5°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 439.5°Cat760mmHg
• Flash Point: 228.9°C
• PSA: 62.89000
• Density: 1.437g/cm³
• LogP: 3.32940
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 225.042593085
• Heavy Atom Count: 17
• Complexity: 349

Purity/Quality:

99%min ^*data from raw suppliers

3-Nitrofluorenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C=CC(=C3)[N+](=O)[O-]
• Uses: 3-Nitrofluorenone is a nitrated polycyclic aromatic hydrocarbon (PAH) with mutagenic activity.

Technology Process of 3-Nitro-9-fluorenone

There total 28 articles about 3-Nitro-9-fluorenone 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: 91.0%

4-Nitro-2-phenylbenzoic acid (124391-60-2) → 3-nitro-9H-fluoren-9-one (42135-22-8)

Guidance literature:

With polyphosphoric acid; at 90 - 165 ℃; for 6h;

DOI:10.1016/j.bmcl.2018.03.081

Reference yield: 83.0%

9-fluorenone (486-25-9,952573-42-1) → 3-nitro-9H-fluoren-9-one (42135-22-8)

Guidance literature:

With sulfuric acid; nitric acid; In water; at 80 - 90 ℃;

Reference yield: 65.0%

2-iodochlorobenzene (615-41-8) + 4-nitrobenzaldehdye (555-16-8) → 3-nitro-9H-fluoren-9-one (42135-22-8)

Guidance literature:

With palladium diacetate; potassium hydrogencarbonate; DL-Pro-NHMe; In tert-Amyl alcohol; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2018.11.055

upstream raw materials:

3-nitro-9H-fluorene

3-Nitrophenanthraquinone

2-amino-4-nitrobenzophenone

9-fluorenone

Downstream raw materials:

2-nitro-phenanthridin-6-ol

9-nitro-phenanthridin-6-ol

3-amino-9-fluorenone

9H-fluoren-3-amine

Refernces

• 1、 An, Guoqiang,Wang, Limin,Han, Jianwei. "Palladium Catalyzed Regioselective Cyclization of Arylcarboxylic Acids via Radical Intermediates with Diaryliodonium Salts". . p. 8688 - 8693. Retrieved 2021/11/24.
• 2、 -. "Metallocene compounds, and preparation and use thereof for synthesis of poly-alpha-olefins as lubricating base oil". Paragraph 0058; 0059. . Retrieved 2018/10/04.