3-Bromo-4-(trifluoromethoxy)aniline

Base Information

• Chemical Name: 3-Bromo-4-(trifluoromethoxy)aniline
• CAS No.: 191602-54-7
• Molecular Formula: C₇H₅BrF₃NO
• Molecular Weight: 256.022
• Hs Code.: 2922299090
• European Community (EC) Number: 635-410-4
• DSSTox Substance ID: DTXSID40371347
• Wikidata: Q72513238
• Mol file: 191602-54-7.mol

Synonyms:3-bromo-4-(trifluoromethoxy)aniline;191602-54-7;3-bromo-4-(trifluoromethoxy)benzenamine;3-bromo-4-trifluoromethoxyaniline;Benzenamine, 3-bromo-4-(trifluoromethoxy)-;MFCD00190127;4-amino-2-bromo(trifluoromethoxy)benzene;3-Bromo-4-trifluoromethoxy-phenylamine;SCHEMBL263489;DTXSID40371347;3-bromo-4-trifluoromethoxy aniline;3-Bromo-4-trifluoromethoxy-aniline;3Bromo-4-(trifluoromethoxy)aniline;AKOS005064091;AC-3661;CS-W010182;PS-7406;3-bromo-4-[(trifluoromethyl)oxy]aniline;SY008062;A4226;AM20060301;B4190;FT-0643808;EN300-112558;3-Bromo-4-(trifluoromethoxy)aniline, AldrichCPR;J-511901

Chemical Property of 3-Bromo-4-(trifluoromethoxy)aniline

Chemical Property:

• Melting Point: 300 °C
• Refractive Index: 1.5100-1.5140
• Boiling Point: 236.6 °C at 760 mmHg
• PKA: 2.67±0.10(Predicted)
• Flash Point: 96.9 °C
• PSA: 35.25000
• Density: 1.726 g/cm³
• LogP: 3.51110
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 254.95066
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4-(trifluoromethoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi
• Hazard Codes: T,Xi
• Statements: 36/37/38-43-25
• Safety Statements: 26-36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)Br)OC(F)(F)F

Technology Process of 3-Bromo-4-(trifluoromethoxy)aniline

There total 2 articles about 3-Bromo-4-(trifluoromethoxy)aniline 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: 94.0%

4-(trifluoromethoxy)aniline (461-82-5) → 3-bromo-4-(trifluoromethoxy)aniline (191602-54-7)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 5 - 15 ℃; for 1h; Large scale;

Reference yield: 93.0%

2-bromo-4-nitro-1-(trifluoromethoxy)benzene (200958-40-3) → 3-bromo-4-(trifluoromethoxy)aniline (191602-54-7)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 120 ℃; for 15h; under 37503.8 Torr; chemoselective reaction;

DOI:10.1126/science.1242005

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-bromo-4-(trifluoromethoxy)aniline (191602-54-7) → 3-bromo-N,N-dimethyl-4-(trifluoromethoxy)aniline (1049730-98-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 20 ℃; for 12h;

upstream raw materials:

2-bromo-4-nitro-1-(trifluoromethoxy)benzene

4-(trifluoromethoxy)aniline

Downstream raw materials:

C₂₉H₂₈F₃N₇O₂

C₂₀H₂₁BrF₃N₃O₂

3-bromo-N,N-dimethyl-4-(trifluoromethoxy)aniline

2-bromo-4-fluoro-1-(trifluoromethoxy)benzene

Refernces

• 1、 -. "Preparation method of 2, 4-dicarbonitrile trifluoromethoxybenzene". Paragraph 0008; 0011. . Retrieved 2019/03/08.
• 2、 Jagadeesh, Rajenahally V.,Natte, Kishore,Junge, Henrik,Beller, Matthias. "Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes". . p. 1526 - 1529. Retrieved 2015/03/14.