4-Fluoro-2-(methoxymethoxy)-1-nitrobenzene

Base Information

• Chemical Name: 4-Fluoro-2-(methoxymethoxy)-1-nitrobenzene
• CAS No.: 350672-95-6
• Molecular Formula: C₈H₈FNO₄
• Molecular Weight: 201.154
• European Community (EC) Number: 966-579-5
• Mol file: 350672-95-6.mol

Synonyms:4-fluoro-2-(methoxymethoxy)-1-nitrobenzene;350672-95-6;SCHEMBL2369186;UWIZRXPPCYEUOZ-UHFFFAOYSA-N;AKOS017276786;4-fluoro-2-methoxymethoxy-1-nitro-benzene;G28797;EN300-7410595

Chemical Property of 4-Fluoro-2-(methoxymethoxy)-1-nitrobenzene

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 201.04373590
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCOC1=C(C=CC(=C1)F)[N+](=O)[O-]

Technology Process of 4-Fluoro-2-(methoxymethoxy)-1-nitrobenzene

There total 3 articles about 4-Fluoro-2-(methoxymethoxy)-1-nitrobenzene 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: 94.3%

5-fluoro-2-nitrophenol (446-36-6) + chloromethyl methyl ether (107-30-2) → 4-fluoro-2-(methoxymethoxy)-1-nitrobenzene (350672-95-6)

Guidance literature:

5-fluoro-2-nitrophenol; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Cooling with ice;

chloromethyl methyl ether; In tetrahydrofuran; toluene; mineral oil; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c4md00106k

Reference yield: 85.0%

5-fluoro-2-nitrophenol (446-36-6) → 4-fluoro-2-(methoxymethoxy)-1-nitrobenzene (350672-95-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1016/j.inoche.2015.03.042

Reference yield: 78.0%

bromethyl methyl ether (13057-17-5) + 5-fluoro-2-nitrophenol (446-36-6) → 4-fluoro-2-(methoxymethoxy)-1-nitrobenzene (350672-95-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1002/ejoc.200600336

upstream raw materials:

bromethyl methyl ether

5-fluoro-2-nitrophenol

chloromethyl methyl ether

Downstream raw materials:

S-(4-(3-(methoxymethoxy)-4-nitrophenoxy)phenyl) dimethylcarbamothioate

C₁₇H₂₀N₂O₄S

2-amino-5-(4-((thiiran-2-ylmethyl)sulfonyl)phenoxy)phenol

Refernces

• 1、 Storch,Gehringer,Baur,Laufer. "Metabolism of a novel skepinone l-like p38 mitogen-activated protein kinase inhibitor". . p. 808 - 815. Retrieved 2014.
• 2、 Gooyit, Major,Lee, Mijoon,Schroeder, Valerie A.,Ikejiri, Masahiro,Suckow, Mark A.,Mobashery, Shahriar,Chang, Mayland. "Selective water-soluble gelatinase inhibitor prodrugs". experimental part. p. 6676 - 6690. Retrieved 2011/12/02.