58458-13-2

Basic information

• Product Name: 2-bromo-6-(trifluoromethyl)aniline
• Synonyms: 2-bromo-6-(trifluoromethyl)aniline;Einecs 261-262-1;2-Amino-3-bromobenzotrifluoride 98%;2-Amino-3-bromobenzotrifluoride98%
• CAS NO: 58458-13-2
• Molecular Formula: C7H5BrF3N
• Molecular Weight: 240.0205096
• EINECS: 261-262-1
• Mol File: 58458-13-2.mol

Chemical Properties

• Boiling Point: 215.6 °C at 760 mmHg
• Flash Point: 84.2 °C
• Appearance: /
• Density: 1.697 g/cm³
• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -0.60±0.10(Predicted)
• CAS DataBase Reference: 2-bromo-6-(trifluoromethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-6-(trifluoromethyl)aniline(58458-13-2)
• EPA Substance Registry System: 2-bromo-6-(trifluoromethyl)aniline(58458-13-2)

Safety Data

• Hazardous Substances Data: 58458-13-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
2-bromo-6-(trifluoromethyl)aniline serves as a key building block in the synthesis of complex organic molecules, particularly in the development of new pharmaceutical agents. Its unique structure allows for the creation of diverse drug candidates with potential therapeutic applications.
Used in Agrochemical Research:
Similarly, in agrochemical research, 2-bromo-6-(trifluoromethyl)aniline is utilized for the synthesis of various agrochemical compounds, contributing to the development of new pesticides and other agricultural products to enhance crop protection and yield.
Used in Dye and Pigment Production:
2-bromo-6-(trifluoromethyl)aniline also finds application in the production of dyes and pigments, where its specific chemical properties contribute to the color intensity and stability of the final products, making it valuable in industries such as textiles, plastics, and printing inks.
Safety Considerations:
Given its potentially hazardous nature, 2-bromo-6-(trifluoromethyl)aniline must be handled with care and in accordance with established safety protocols to ensure the protection of both individuals and the environment.

InChI:InChI=1/C7H5BrF3N/c8-5-3-1-2-4(6(5)12)7(9,10)11/h1-3H,12H2

Upstream product

• 887144-94-7 Togni's reagent II 
• 615-36-1 2-bromoaniline 
• 85977-20-4 2-Bromo-4-nitro-6-(trifluoromethyl)acetanilide 
• 85977-21-5 2-Bromo-4-amino-6-(trifluoromethyl)acetanilide 
• 400-66-8 2-bromo-4-nitro-6-trifluoromethylaniline 
• 121-01-7 4-nitro-2-trifluoromethyl-aniline 
• 85977-22-6 N-(2-bromo-6-(trifluoromethyl)phenyl)acetamide 

Downstream Products

• 1429256-84-7 C₁₇H₁₈BrF₅N₂O₂ 
• 58458-14-3 2-amino-3-trifluoromethylbenzonitrile 
• 85977-23-7 1-Bromo-2-iodo-3-(trifluoromethyl)benzene 

Relevant articles and documents

Transition metal-free direct C–H trifluoromethyltion of (hetero)arenes with Togni's reagent

A new transition-metal-free direct C–H trifluoromethylation reaction of (hetero)arenes with Togni's reagent was developed. This transformation proceeded smoothly under mild conditions and exhibited good tolerance of many synthetically relevant functional groups. It provided an alternative approach for the synthesis of trifluoromethylated (hetero)arenes.

Preparation method of trifluoromethylamine

The invention relates to a preparation method of trifluoromethylamine. The method includes the following steps that aromatic amine shown in the formula (1) and a trifluoromethyl reagent shown in the formula (2) react in a solvent under the condition that an alkali and/or nickel compound exists, and the trifluoromethylamine compound shown in the formula (3) is generated. According to the preparation method of trifluoromethylamine, aromatic amine and 1-trifluoromethyl-1,2-iodobenzoyl-3(H)-ketone serve as raw materials and react under the condition that the alkali and/or nickel compound exists through the amino positioning effect on aromatic nucleus. The synthesis steps of the method are simple, the cost of the raw materials is low, the production cost of trifluoromethylamine can be greatly reduced, and large-scale industrialized production is promoted.

Nickel-Catalyzed Direct C-H Trifluoromethylation of Free Anilines with Togni's Reagent

An efficient nickel-catalyzed C-H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni's reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

Synthesis of Conformationally Defined Analogues of Norfenfluramine. A Highly Stereospecific Synthesis of Amines from Alcohols in the Benzobicycloheptene System

The synthesis of 5-, 6-, 7-, and 8-(trifluoromethyl)benzonorbornen-2-yl alcohols 6a-9a (exo) and 11a-14a (endo) and an examination of the stereospecificity of the conversion to amines via phthalimides are reported.The exo alcohols were prepared from 5-(trifluoromethyl)benzonorbornadiene (16) and 6-(trifluoromethyl)benzonorbornadiene (23) by hydroboration-oxidation.The endo alcohols were available from the corresponding exo alcohols by oxidation to the benzonorbornen-2-ones 24 (5-CF3), 25 (6-CF3), 26 (7-CF3), and 27 (8-CF3) followed by diborane reduction.While in the presence of the electron-withdrawing CF3 group the exo alcohols gave predominantly the endo amines, the endo alcohols afforded exclusively the exo amines.

Substituted cyano,trifluoromethylphenyl linear triazenes

The compounds of this invention are substituted cyano,trifluoromethylphenyl linear triazenes having pharmacological activity. In particular, these compounds have anorectic and anti-obesity activity. A preferred compound is 1,3-bis(2-cyano-5-trifluoromethylphenyl)triazene.