2,3-Difluoro-6-nitroanisole

Base Information

• Chemical Name: 2,3-Difluoro-6-nitroanisole
• CAS No.: 66684-60-4
• Molecular Formula: C7H5F2NO3
• Molecular Weight: 189.118
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID70382269
• Nikkaji Number: J1.646.191A
• Wikidata: Q82173582
• Mol file: 66684-60-4.mol

Synonyms:2,3-Difluoro-6-nitroanisole;1,2-difluoro-3-methoxy-4-nitrobenzene;66684-60-4;66684-65-9;Benzene, 1,2-difluoro-3-methoxy-4-nitro-;MFCD03840468;Benzene,1,2-difluoro-3-methoxy-4-nitro-;2,3-Difluoro-6-nitro-anisole;3,4-difluoro-2-methoxy-1-nitrobenzene;SCHEMBL521184;DTXSID70382269;BCWRUHXLSHZAEA-UHFFFAOYSA-N;AKOS006227985;AKOS015967720;AB16448;AC-1947;AM62538;CS-W003124;DS-12824;SY016476;1,2,3-Trifluoro-4-methoxy-5-nitrobenzene;1,2-difluoro-3-(methyloxy)-4-nitrobenzene;A1768;FT-0641090;FT-0647725;1,2-bis(fluoranyl)-3-methoxy-4-nitro-benzene;A835523

Chemical Property of 2,3-Difluoro-6-nitroanisole

Chemical Property:

• Vapor Pressure: 0.0215mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 259 °C at 760 mmHg
• Flash Point: 110.4 °C
• PSA: 55.05000
• Density: 1.414 g/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: 197

Purity/Quality:

99% ^*data from raw suppliers

1,2-Difluoro-3-methoxy-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1F)F)[N+](=O)[O-]
• Uses: 1,2-Difluoro-3-methoxy-4-nitrobenzene

Technology Process of 2,3-Difluoro-6-nitroanisole

There total 3 articles about 2,3-Difluoro-6-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: 91.0%

2,3-difluoro-6-nitrophenol (82419-26-9) + methyl iodide (74-88-4) → 1,2-difluoro-3-methoxy-4-nitrobenzene (66684-60-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

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

upstream raw materials:

2,3,4-trifluoronitrobenzene

sodium methylate

2,3-difluoro-6-nitrophenol

methyl iodide

Downstream raw materials:

1-[2-fluoro-3-(methyloxy)-4-nitrophenyl]-4-(1-methylethyl)piperazine

C₁₈H₁₈FN₃O₄

C₁₉H₁₈FN₃O₅

C₂₀H₂₂FN₃O₄

Refernces

• 1、 -. "2- [ (2-{PHENYLAMINO}-1H-PYRROLO [2, 3-D] PYRIMIDIN-4-YL) AMINO] BENZAMIDE DERIVATIVES AS IGF-1R INHIBITORS FOR THE TREATMENT OF CANCER". Page/Page column 126. . Retrieved 2009/04/25.
• 2、 -. "Quinoline-3-carboxylic acid derivatives". . . Retrieved 2008/06/13.