2-Bromo-6-(trifluoromethyl)aniline

Base Information

• Chemical Name: 2-Bromo-6-(trifluoromethyl)aniline
• CAS No.: 58458-13-2
• Molecular Formula: C7H5BrF3N
• Molecular Weight: 240.023
• Hs Code.: 2921499090
• European Community (EC) Number: 261-262-1
• DSSTox Substance ID: DTXSID00207158
• Nikkaji Number: J296.943B
• Mol file: 58458-13-2.mol

Synonyms:2-Bromo-6-(trifluoromethyl)aniline;58458-13-2;2-Amino-3-bromobenzotrifluoride;EINECS 261-262-1;2-bromo-6-trifluoromethylaniline;SCHEMBL459134;DTXSID00207158;MFCD08741383;AKOS016005882;2-bromo-6-(trifluoromethyl)benzenamine;PS-7592;CS-0157248;FT-0718566;EN300-123546

Chemical Property of 2-Bromo-6-(trifluoromethyl)aniline

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 215.6 °C at 760 mmHg
• PKA: -0.60±0.10(Predicted)
• Flash Point: 84.2 °C
• PSA: 26.02000
• Density: 1.697 g/cm³
• LogP: 3.63130
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 238.95575
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

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

2-Amino-3-bromobenzotrifluoride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-6-(trifluoromethyl)aniline

There total 7 articles about 2-Bromo-6-(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: 69.0%

N-(2-bromo-6-(trifluoromethyl)phenyl)acetamide (85977-22-6) → 2-bromo-6-trifluoromethylphenylamine (58458-13-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 75h; Heating;

DOI:10.1021/jo00162a005

Reference yield: 56.0%

Togni's reagent II (887144-94-7) + 2-bromoaniline (615-36-1) → 2-bromo-6-trifluoromethylphenylamine (58458-13-2) + 4-amino-3-bromobenzotrifluoride (57946-63-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 75 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151538

Reference yield: 37.0%

→ 2-bromo-6-trifluoromethylphenylamine (58458-13-2) + 4-amino-3-bromobenzotrifluoride (57946-63-1)

Guidance literature:

With potassium carbonate; nickel(II) hydroxide; In dimethyl sulfoxide; at 35 ℃; for 2h;

upstream raw materials:

N-(2-bromo-6-(trifluoromethyl)phenyl)acetamide

4-nitro-2-trifluoromethyl-aniline

2-bromo-4-nitro-6-trifluoromethylaniline

2-Bromo-4-amino-6-(trifluoromethyl)acetanilide

Downstream raw materials:

1-Bromo-2-iodo-3-(trifluoromethyl)benzene

2-amino-3-trifluoromethylbenzonitrile

C₁₇H₁₈BrF₅N₂O₂

Refernces

• 1、 Gao, Xianying,Geng, Yang,Han, Shuaijun,Liang, Apeng,Li, Jingya,Zou, Dapeng,Wu, Yusheng,Wu, Yangjie. "Nickel-Catalyzed Direct C-H Trifluoromethylation of Free Anilines with Togni's Reagent". supporting information. p. 3732 - 3735. Retrieved 2018/07/22.
• 2、 Grunewald, Gary L.,Paradkar, Vidyadhar M.,Pazhenchevsky, Bharak,Pleiss, Michael A.,Sall, Daniel J.,et al.. "Synthesis of Conformationally Defined Analogues of Norfenfluramine. A Highly Stereospecific Synthesis of Amines from Alcohols in the Benzobicycloheptene System". . p. 2321 - 2327. Retrieved 2007/10/02.