2,3-Difluoro-4-nitroanisole

Base Information

• Chemical Name: 2,3-Difluoro-4-nitroanisole
• CAS No.: 66684-59-1
• Molecular Formula: C7H5 F2 N O3
• Molecular Weight: 189.118
• Hs Code.: 2909309090
• European Community (EC) Number: 695-223-9
• DSSTox Substance ID: DTXSID00435611
• Wikidata: Q72463497
• Mol file: 66684-59-1.mol

Synonyms:2,3-Difluoro-4-nitroanisole;66684-59-1;2,3-difluoro-1-methoxy-4-nitrobenzene;MFCD07995055;3,4-DIFLUORO-2-METHOXYNITROBENZENE;2,3-Difluoro-4-methoxynitrobenzene;Benzene, 2,3-difluoro-1-methoxy-4-nitro-;SCHEMBL626589;DTXSID00435611;KDXIYOKCZFOFOR-UHFFFAOYSA-N;AKOS006344490;AM61610;CS-W006353;AS-15871;SY012835;A1767;FT-0651726;EN300-246318;J-506952

Chemical Property of 2,3-Difluoro-4-nitroanisole

Chemical Property:

• Boiling Point: 277.8±35.0 °C(Predicted)
• PSA: 55.05000
• Density: 1.414±0.06 g/cm3(Predicted)
• 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: 197

Purity/Quality:

99% ^*data from raw suppliers

2,3-Difluoro-4-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)[N+](=O)[O-])F)F

Technology Process of 2,3-Difluoro-4-nitroanisole

There total 2 articles about 2,3-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:

Trimethylmethoxysilane (1825-61-2) + 2,3,4-trifluoronitrobenzene (771-69-7) → 2,3-difluoro-1-methoxy-4-nitrobenzene (66684-59-1) + 1,2-difluoro-3-methoxy-4-nitrobenzene (66684-60-4)

Guidance literature:

With tBuXantphosAuCl; cesium fluoride; In toluene; at 100 ℃; for 24h; Overall yield = 80 %Spectr.; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.inorgchem.5b02634

Reference yield:

2,3,4-trifluoronitrobenzene (771-69-7) + sodium methylate (124-41-4) → 2,3-difluoro-1-methoxy-4-nitrobenzene (66684-59-1) + 1,2-difluoro-3-methoxy-4-nitrobenzene (66684-60-4) + 2-fluoro-1,3-dimethoxy-4-nitrobenzene (155020-44-3)

Guidance literature:

In methanol; for 17h;

DOI:10.1021/jm00035a017

Reference yield: 99.0%

2,3-difluoro-1-methoxy-4-nitrobenzene (66684-59-1) → 2-fluoro-3-methoxy-6-nitroaniline (1210047-74-7)

Guidance literature:

With ammonia; In methanol; at 80 ℃; for 0.666667h; Microwave irradiation;

upstream raw materials:

2,3,4-trifluoronitrobenzene

sodium methylate

Trimethylmethoxysilane

Downstream raw materials:

2,3-difluoro-4-methoxyaniline

2,3-difluoro-4-hydroxyacetanilide

2,3-difluoro-4-methoxyacetanilide

4-Amino-2-diethylaminomethyl-3,5-difluoro-phenol

Refernces

• 1、 O'Neill, Paul M.,Harrison, Anthony C.,Storr, Richard C.,Hawley, Shaun R.,Ward, Stephen A.,Park, B. Kevin. "The Effect of Fluorine Substitution on the Metabolism and Antimalarial Activity of Amodiaquine". . p. 1362 - 1370. Retrieved 2007/10/02.