2-Fluoro-4,6-dinitrophenol

Base Information

• Chemical Name: 2-Fluoro-4,6-dinitrophenol
• CAS No.: 2265-90-9
• Molecular Formula: C6H3FN2O5
• Molecular Weight: 202.099
• DSSTox Substance ID: DTXSID80558256
• Wikidata: Q82440485
• Mol file: 2265-90-9.mol

Synonyms:2-fluoro-4,6-dinitrophenol;2265-90-9;Phenol, 2-fluoro-4,6-dinitro-;2-Fluoro-4,6-dinitro-phenol;4,6-dinitro-2-fluorophenol;2-Fluor-4,6-dinitrophenol;SCHEMBL429752;2-fluoro-4, 6-dinitrophenol;DTXSID80558256;GCFZQMCJLYJALN-UHFFFAOYSA-N;CAA26590;MFCD20486189;AKOS017975489;AS-59906;CS-0062052;W17811

Chemical Property of 2-Fluoro-4,6-dinitrophenol

Chemical Property:

• Melting Point: 102 °C
• Boiling Point: 296.5±40.0 °C(Predicted)
• PKA: 2.65±0.44(Predicted)
• PSA: 111.87000
• Density: 1.745±0.06 g/cm3(Predicted)
• LogP: 2.39410
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 202.00259936
• Heavy Atom Count: 14
• Complexity: 250

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-])O)F)[N+](=O)[O-]

Technology Process of 2-Fluoro-4,6-dinitrophenol

There total 7 articles about 2-Fluoro-4,6-dinitrophenol 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: 99.0%

2-fluorophenol (367-12-4) → 2-hydroxy-1,5-dinitro-3-fluorobenzene (2265-90-9)

Guidance literature:

With nitric acid; In dichloromethane; at 0 - 20 ℃; for 18h;

DOI:10.1002/ejoc.201600657

Reference yield: 46.0%

fluorobenzene (462-06-6) → 2-hydroxy-1,5-dinitro-3-fluorobenzene (2265-90-9)

Guidance literature:

With oxygen; nitric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; at 30 ℃; for 24h; Irradiation; Large scale;

DOI:10.1021/acs.joc.7b02333

Reference yield: 5.0%

sodium picrate (3324-58-1) → 4-fluoro-2,6-dinitrophenol (364-32-9) + 2-hydroxy-1,5-dinitro-3-fluorobenzene (2265-90-9)

Guidance literature:

With cesium fluoroxysulphate; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1007/BF00961247

upstream raw materials:

1-fluoro-2-methoxybenzene

1-ethoxy-2-fluoro-benzene

2-fluorophenol

sodium picrate

Downstream raw materials:

4-bromo-3-fluoro-5-nitroaniline

6-fluoro-2,4-dinitroanisole

4-cyclopropyl-3-fluoro-5-(1H-tetrazol-1-yl)benzenamine

1-(2-cyclopropyl-3-fluoro-5-nitrophenyl)-1H-tetrazole

Refernces

• 1、 Hofmann, Laura Elena,Mach, Leonard,Heinrich, Markus R.. "Nitrogen Oxides and Nitric Acid Enable the Sustainable Hydroxylation and Nitrohydroxylation of Benzenes under Visible Light Irradiation". supporting information. p. 431 - 436. Retrieved 2017/12/15.
• 2、 Jovené, Cyril,Marrot, Jérome,Jasmin, Jean-Philippe,Chugunova, Elena,Goumont, Régis. "A Synthetic Pathway to Substituted Benzofuroxans through the Intermediacy of Sulfonates: The Case Example of Fluoro-Nitrobenzofuroxans". . p. 4084 - 4092. Retrieved 2016/08/24.