2-Bromo-6-fluoro-4-nitroaniline

Base Information

• Chemical Name: 2-Bromo-6-fluoro-4-nitroaniline
• CAS No.: 455-58-3
• Molecular Formula: C6H4BrFN2O2
• Molecular Weight: 235.012
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID70558689
• Wikidata: Q82441070
• Mol file: 455-58-3.mol

Synonyms:2-Bromo-6-fluoro-4-nitroaniline;455-58-3;MFCD09800780;2-bromo-6-fluoro-4-nitro-phenylamine;SCHEMBL1464693;DTXSID70558689;YAQFGXYPGJATMT-UHFFFAOYSA-N;BCP30828;AKOS024438738;AS-47350;SY253247;CS-0099220;EN300-398763;F13399;2-Bromo-6-fluoro-4-nitro-phenylamine;Benzenamine, 2-bromo-6-fluoro-4-nitro-

Chemical Property of 2-Bromo-6-fluoro-4-nitroaniline

Chemical Property:

• Boiling Point: 333.0±37.0 °C(Predicted)
• PKA: -2.70±0.20(Predicted)
• PSA: 71.84000
• Density: 1.896±0.06 g/cm3(Predicted)
• LogP: 3.18300
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 233.94402
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-6-Fluoro-4-nitroaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)N)Br)[N+](=O)[O-]
• Uses: 2-Bromo-6-Fluoro-4-nitroaniline is used in preparation of Phenylenediamines via Imination of Fluoroanilines with DMF followed by Amination and elimination with Amines.

Technology Process of 2-Bromo-6-fluoro-4-nitroaniline

There total 1 articles about 2-Bromo-6-fluoro-4-nitroaniline 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: 97.0%

2-fluoro-4-nitroaniline (369-35-7) → 2-bromo-6-fluoro-4-nitrophenylamine (455-58-3)

Guidance literature:

2-fluoro-4-nitroaniline; With bromine; acetic acid; at 0 - 20 ℃; for 3h;

With sodium hydrogencarbonate; In water;

Reference yield: 86.0%

2-bromo-6-fluoro-4-nitrophenylamine (455-58-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (E)-N'-(2-bromo-6-fluoro-4-nitrophenyl)-N,N-dimethylmethanimidamide

Guidance literature:

With benzenesulfonyl chloride; at 20 ℃; for 0.833333h;

Reference yield: 77.0%

2-bromo-6-fluoro-4-nitrophenylamine (455-58-3) + 2,5-hexanedione (110-13-4) → 2-bromo-4-(2,5-dimethyl-1H-pyrrol-1-yl)-6-fluoroaniline + 1,1'-(2-bromo-6-fluoro-1,4-phenylene)bis-(2,5-dimethyl-1H-pyrrole)

Guidance literature:

With indium; acetic acid; In toluene; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.3987/COM-19-14190

upstream raw materials:

2-fluoro-4-nitroaniline

Downstream raw materials:

2-(3,3-dimethylbut-1-ynyl)-6-fluoro-4-nitrophenylamine

2-tert-butyl-7-fluoro-1H-indol-5-amine

N-[2-(3,3-dimethylbut-1-ynyl)-6-fluoro-4-nitrophenyl]-butyramide

2-tert-butyl-7-fluoro-5-nitro-1H-indole