1-Fluoro-5-methoxy-2-methyl-4-nitrobenzene

Base Information

• Chemical Name: 1-Fluoro-5-methoxy-2-methyl-4-nitrobenzene
• CAS No.: 314298-13-0
• Molecular Formula: C8H8 F N O3
• Molecular Weight: 185.155
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60594137
• Wikidata: Q82488886
• Mol file: 314298-13-0.mol

Synonyms:314298-13-0;1-FLUORO-5-METHOXY-2-METHYL-4-NITROBENZENE;5-Fluoro-4-methyl-2-nitroanisole;Benzene, 1-fluoro-5-methoxy-2-methyl-4-nitro- (9CI);1-fluoro-5-methoxy-2-methyl-4-nitro-benzene;MFCD15527524;Benzene,1-fluoro-5-methoxy-2-methyl-4-nitro-;SCHEMBL310694;DTXSID60594137;JQNHPTUQNTUAJC-UHFFFAOYSA-N;BCP33113;AKOS022172782;AS-68709;SY311762;CS-0132292;5-fluoro-4-methyl-2-nitrophenyl methyl ether;C74613;EN300-200487;1-fluoro-2-methyl-5-(methyloxy)-4-nitrobenzene

Chemical Property of 1-Fluoro-5-methoxy-2-methyl-4-nitrobenzene

Chemical Property:

• Boiling Point: 272.6±35.0 °C(Predicted)
• PSA: 55.05000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 2.57410
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 185.04882128
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

98.5% ^*data from raw suppliers

5-Fluoro-4-methyl-2-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1F)OC)[N+](=O)[O-]

Technology Process of 1-Fluoro-5-methoxy-2-methyl-4-nitrobenzene

There total 3 articles about 1-Fluoro-5-methoxy-2-methyl-4-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: 90.0%

5-fluoro-4-methyl-2-nitrophenol (83341-28-0) + methyl iodide (74-88-4) → 1-fluoro-5-methoxy-2-methyl-4-nitro-benzene (314298-13-0)

Guidance literature:

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

Reference yield: 76.0%

5-methoxy-2-methyl-4-nitroaniline (106579-00-4) → 1-fluoro-5-methoxy-2-methyl-4-nitro-benzene (314298-13-0)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; sodium nitrite; at -70 - 60 ℃;

DOI:10.1016/j.bmc.2004.07.062

Reference yield:

3-fluoro-4-methyl phenol (452-78-8) → 1-fluoro-5-methoxy-2-methyl-4-nitro-benzene (314298-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / dichloromethane / 1 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

With nitric acid; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

5-methoxy-2-methyl-4-nitroaniline

5-fluoro-4-methyl-2-nitrophenol

methyl iodide

3-fluoro-4-methyl phenol

Downstream raw materials:

tert-butyl 4-(5-methoxy-2-methyl-4-nitrophenyl) piperazine-1-carboxylate

1-(5-methoxy-2-methyl-4-nitrophenyl)piperidin-4-one

(R)-4-(3-fluoropyrrolidin-1-yl)-1-(5-methoxy-2-methyl-4-nitrophenyl)piperidine

Refernces

• 1、 -. "Tyrosine Kinase Inhibitor And Uses Thereof". Paragraph 0663-0664. . Retrieved 2017/05/15.
• 2、 -. "THIAZOLE SULFONAMIDE AND OXAZOLE SULFONAMIDE KINASE INHIBITORS". Page/Page column 108. . Retrieved 2010/10/03.