4-Bromo-3,5-bis(trifluoromethyl)aniline

Base Information

• Chemical Name: 4-Bromo-3,5-bis(trifluoromethyl)aniline
• CAS No.: 268733-18-2
• Molecular Formula: C8H4BrF6N
• Molecular Weight: 308.021
• Hs Code.: 2921420090
• European Community (EC) Number: 672-139-0
• DSSTox Substance ID: DTXSID80426941
• Nikkaji Number: J3.047.928I
• Wikidata: Q72452049
• Mol file: 268733-18-2.mol

Synonyms:4-Bromo-3,5-bis(trifluoromethyl)aniline;268733-18-2;3,5-bis(trifluoromethyl)-4-bromoaniline;C8H4BrF6N;SCHEMBL3115697;DTXSID80426941;AMY28227;CK1173;MFCD04973750;AKOS015835306;4-bromo-3,5-bis-trifluoromethyl aniline;AS-18845;CS-0060170;FT-0701339;FT-0736068;A877113

Chemical Property of 4-Bromo-3,5-bis(trifluoromethyl)aniline

Chemical Property:

• Vapor Pressure: 0.19mmHg at 25°C
• Melting Point: 78-80°C
• Boiling Point: 211℃
• PKA: 1.44±0.10(Predicted)
• Flash Point: 81.2°C
• PSA: 26.02000
• Density: 1.760
• LogP: 4.65010
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 306.94313
• Heavy Atom Count: 16
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-3,5-bis(trifluoromethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(F)(F)F)Br)C(F)(F)F)N
• Uses: 4-Bromo-3,5-bis(trifluoromethyl)aniline was used to synthesize 2-hydroxydiarylamide derivatives for inhibiting TMPRSS4 serine protease activity and suppressing cancer cell invasion. It was also used to synthesize salicylanilides with lantitubercular activities.

Technology Process of 4-Bromo-3,5-bis(trifluoromethyl)aniline

There total 1 articles about 4-Bromo-3,5-bis(trifluoromethyl)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: 47.0%

3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 4-bromo-3,5-bis(trifluoromethyl)benzenamine (268733-18-2) + 2-bromo-3,5-bis(trifluoromethyl)-benzenamine (174824-16-9)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2013.01.055

Reference yield: 97.0%

thiophosgene (463-71-8) + 4-bromo-3,5-bis(trifluoromethyl)benzenamine (268733-18-2) → 2-bromo-5-isothiocyanato-1,3-bis(trifluoromethyl)benzene

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jacs.5b02071

Reference yield: 82.6%

4-bromo-3,5-bis(trifluoromethyl)benzenamine (268733-18-2) → 2-bromo-5-nitro-1,3-bis(trifluoromethyl)benzene (1365643-24-8)

Guidance literature:

With disodium hydrogenphosphate; Oxone; tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide; In dichloromethane; water; acetone; at 0 ℃; for 0.5h; pH=7.5 - 8.5; aq. phosphate buffer;

DOI:10.1021/ma2028209

upstream raw materials:

3,5-Bis-(trifluoromethyl)aniline

Downstream raw materials:

t-butyl N-(4-bromo-3,5-bis(trifluoromethyl)phenyl)aminoacetate

C₂₀H₁₇BrF₈NO₄P

2-bromo-5-nitro-1,3-bis(trifluoromethyl)benzene

C₂₂H₁₆F₆O₂

Refernces

• 1、 Lee, Ill-Young,Gruber, Todd D.,Samuels, Amanda,Yun, Minhan,Nam, Bora,Kang, Minseo,Crowley, Kathryn,Winterroth, Benjamin,Boshoff, Helena I.,Barry III, Clifton E.. "Structure-activity relationships of antitubercular salicylanilides consistent with disruption of the proton gradient via proton shuttling". . p. 114 - 126. Retrieved 2013/02/22.