2-Fluoro-1,3-dimethyl-5-nitrobenzene

Base Information

• Chemical Name: 2-Fluoro-1,3-dimethyl-5-nitrobenzene
• CAS No.: 1736-85-2
• Molecular Formula: C8H8FNO2
• Molecular Weight: 169.155
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID20463653
• Mol file: 1736-85-2.mol

Synonyms:2-Fluoro-1,3-dimethyl-5-nitrobenzene;1736-85-2;2-Fluoro-5-nitro-m-xylene;Benzene, 2-fluoro-1,3-dimethyl-5-nitro-;MFCD22055006;3,5-dimethyl-4-fluoronitrobenzene;2-fluoro-1,3-dimethyl-5-nitro-benzene;SCHEMBL76981;DTXSID20463653;VJEBIHTVWPSCEM-UHFFFAOYSA-N;4-fluoro-3,5-dimethylnitrobenzene;AKOS015998868;3,5-dimethyl-4-fluoro-1-nitrobenzene;CS-W005736;AS-18160;SY037765;O10774;A881747

Chemical Property of 2-Fluoro-1,3-dimethyl-5-nitrobenzene

Chemical Property:

• Melting Point: 42-43 °C
• Boiling Point: 111-112 °C(Press: 14 Torr)
• PSA: 45.82000
• Density: 1.225±0.06 g/cm3(Predicted)
• LogP: 2.87390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 169.05390666
• Heavy Atom Count: 12
• Complexity: 168

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-1,3-dimethyl-5-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1F)C)[N+](=O)[O-]
• Uses: 2-Fluoro-1,3-dimethyl-5-nitrobenzene is an intermediate used to prepare (benzoylaminophenoxy)phenol derivatives as androgen receptor antagonists.

Technology Process of 2-Fluoro-1,3-dimethyl-5-nitrobenzene

There total 4 articles about 2-Fluoro-1,3-dimethyl-5-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: 93.0%

2,6-dimethyl-4-nitrophenyl trifluoromethanesulphonate (156740-78-2) → 2-fluoro-1,3-dimethyl-5-nitrobenzene (1736-85-2)

Guidance literature:

With t-BuBrettPhos; 2C₉H₁₀*2Pd; cesium fluoride; In toluene; at 110 ℃; for 24h;

DOI:10.1021/cm5045754

Reference yield:

2,6-dimethyl-4-nitro phenol (2423-71-4) → 2-fluoro-1,3-dimethyl-5-nitrobenzene (1736-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 3.33 h / 0 °C

2: cesium fluoride / N,N-dimethyl-formamide / 16 h / Reflux

With pyridine; cesium fluoride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c3cc37795d

Reference yield:

2-fluoro-m-xylene (443-88-9) → 2-fluoro-1,3-dimethyl-5-nitrobenzene (1736-85-2)

Guidance literature:

With nitric acid;

upstream raw materials:

2-fluoro-m-xylene

2,6-dimethyl-4-nitrophenyl trifluoromethanesulphonate

2,6-dimethyl-4-nitro phenol

Downstream raw materials:

5-(2,6-dimethyl-4-nitrophenoxy)-3-isopropyl-1H-indole

5-(2,6-dimethyl-4-nitrophenoxy)-3-pentyl-1H-indazole

3,5-dimethyl-4-(4-(trifluoromethoxy)phenoxy)aniline

4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dimethyl-phenylamine