1-Fluoro-3,5-dinitrobenzene

Base Information

• Chemical Name: 1-Fluoro-3,5-dinitrobenzene
• CAS No.: 369-18-6
• Molecular Formula: C6H3FN2O4
• Molecular Weight: 186.099
• DSSTox Substance ID: DTXSID601310846
• Nikkaji Number: J1.041.665E
• Mol file: 369-18-6.mol

Synonyms:1-fluoro-3,5-dinitrobenzene;369-18-6;3,5-dinitrofluorobenzene;1,3-Dinitro-5-fluorobenzene;SCHEMBL7203812;DTXSID601310846

Chemical Property of 1-Fluoro-3,5-dinitrobenzene

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 186.00768474
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])F)[N+](=O)[O-]

Technology Process of 1-Fluoro-3,5-dinitrobenzene

There total 5 articles about 1-Fluoro-3,5-dinitrobenzene 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: 96.0%

meta-dinitrobenzene (99-65-0) → 1-fluoro-2,4-dinitrobenzene (369-18-6)

Guidance literature:

With fluorine; In formic acid; at 0 - 10 ℃;

DOI:10.1016/j.jfluchem.2006.09.010

Reference yield: 85.0%

1,3,5-trinitrobenzene (99-35-4) → 1-fluoro-2,4-dinitrobenzene (369-18-6)

Guidance literature:

With potassium fluoride; Phthaloyl dichloride; In sulfolane; at 180 ℃; for 0.883333h;

Reference yield:

2,4,6-Trinitrotoluene (118-96-7) → 1-fluoro-2,4-dinitrobenzene (369-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium chlorate; nitric acid

2: Phthaloyl dichloride; cesium fluoride / sulfolane / 8 h / 140 °C

With sodium chlorate; nitric acid; Phthaloyl dichloride; cesium fluoride; In sulfolane;

DOI:10.5012/bkcs.2011.32.8.2820

upstream raw materials:

1,3,5-trinitrobenzene

meta-dinitrobenzene

2,4,6-Trinitrotoluene

Downstream raw materials:

6-fluoro-2,4-dinitroanisole

3, 5-dinitroaniline

3-nitro-5-fluoroaniline

5-fluoro-1,3-phenylenediamine

Refernces

• 1、 Gallardo, Iluminada,Guirado, Gonzalo. "Thermodynamic study of σH complexes in nucleophilic aromatic substitution reactions: Relative stabilities of electrochemically generated radicals". scheme or table. p. 2463 - 2472. Retrieved 2009/04/06.
• 2、 Gallardo, Iluminada,Guirado, Gonzalo,Marquet, Jordi. "Nucleophilic aromatic substitution for heteroatoms: An oxidative electrochemical approach". . p. 2548 - 2555. Retrieved 2007/10/03.