2,6-Difluoro-4-nitroanisole

Base Information

• Chemical Name: 2,6-Difluoro-4-nitroanisole
• CAS No.: 392-25-6
• Molecular Formula: C7H5F2NO3
• Molecular Weight: 189.118
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60345505
• Nikkaji Number: J1.298.326C
• Wikidata: Q72463501
• Mol file: 392-25-6.mol

Synonyms:2,6-Difluoro-4-nitroanisole;392-25-6;3,5-Difluoro-4-methoxynitrobenzene;1,3-Difluoro-2-methoxy-5-nitrobenzene;MFCD06656243;Nitrobenzene, 3,5-difluoro-4-methoxy-;SCHEMBL2536611;DTXSID60345505;CL9106;AKOS015890693;PS-10543;SY038663;1,3-Difluoro-2-methoxy-5-nitrobenzene #;Benzene, 1,3-difluoro-2-methoxy-5-nitro-;AM20040356;FT-0764553;EN300-203202;A824472;J-511320;1,3-difluoro-2-methoxy-5-nitro-benzene

Chemical Property of 2,6-Difluoro-4-nitroanisole

Chemical Property:

• Vapor Pressure: 0.00646mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 280.4 °C at 760 mmHg
• Flash Point: 123.4 °C
• PSA: 55.05000
• Density: 1.414g/cm³
• LogP: 2.40480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 189.02374935
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Difluoro-4-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1F)[N+](=O)[O-])F

Technology Process of 2,6-Difluoro-4-nitroanisole

There total 13 articles about 2,6-Difluoro-4-nitroanisole 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: 94.0%

2,6-Difluoro-4-nitrophenol (658-07-1) + methyl iodide (74-88-4) → 1,3-difluoro-2-methoxy-5-nitrobenzene (392-25-6)

Guidance literature:

With potassium carbonate; In acetone; for 6h; Heating;

DOI:10.1021/jm980435l

Reference yield: 78.0%

para-methoxynitrobenzene (100-17-4) → 2-fluoro-1-methoxy-4-nitrobenzene (455-93-6) + 1,3-difluoro-2-methoxy-5-nitrobenzene (392-25-6)

Guidance literature:

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

DOI:10.1016/j.jfluchem.2006.09.010

Reference yield: 50.0%

2-chloro-1,3-difluoro-5-nitrobenzene (3828-41-9) + sodium methylate (124-41-4) → 1,3-difluoro-2-methoxy-5-nitrobenzene (392-25-6) + 4-chloro-3-fluoro-5-methoxynitrobenzene (175435-38-8)

Guidance literature:

In methanol; for 2h; Ambient temperature;

DOI:10.1016/0040-4020(95)01073-4

upstream raw materials:

1,3-difluoro-2-methoxybenzene

3-fluoro-2-methoxy-5-nitro-aniline

para-methoxynitrobenzene

3-methyl-1-p-tolyltriazene

Downstream raw materials:

3,5-difluoro-4-methoxyphenol

4-nitro-benzoic acid-(3,5-difluoro-4-methoxy-anilide)

5-(2,6-diiodo-4-nitro-phenoxy)-1,3-difluoro-2-methoxy-benzene

4-(3,5-difluoro-4-methoxy-phenoxy)-3,5-diiodo-aniline; hydrochloride

Refernces

• 1、 Hu, Ji-Yun,Zhang, Jing,Wang, Gao-Xiang,Sun, Hao-Ling,Zhang, Jun-Long. "Constructing a catalytic cycle for c-f to c-x (x = o, s, n) bond transformation based on gold-mediated ligand nucleophilic attack". supporting information. p. 2274 - 2283. Retrieved 2017/01/16.
• 2、 Chambers, Richard D.,Fox, Mark A.,Sandford, Graham,Trmcic, Jelena,Goeta, Andres. "Elemental fluorine. Part 20. Direct fluorination of deactivated aromatic systems using microreactor techniques". . p. 29 - 33. Retrieved 2008/03/13.