703-91-3

Basic information

• Product Name: 5-Bromo-2-(trifluoromethyl)aniline
• Synonyms: 5-BROMO-O-(TRIFLUOROMETHYL)ANILINE;5-BROMO-2-(TRIFLUOROMETHYL)ANILINE;5-Bromo-2-(trifluoro;5-BroMo-2-trifluoroMethyl-phenylaMine;2-Amino-4-bromobenzotrifluoride 98%;5-Bromo-2-(trifluoromethyl)aniline, 5-Bromo-alpha,alpha,alpha-trifluoro-o-toluidine;2-AMino-4-broMobenzotrifluoride
• CAS NO: 703-91-3
• Molecular Formula: C₇H₅BrF₃N
• Molecular Weight: 240.02
• Mol File: 703-91-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 254.8 °C at 760 mmHg
• Flash Point: 107.9 °C
• Appearance: /
• Density: 1.697 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.39±0.10(Predicted)
• CAS DataBase Reference: 5-Bromo-2-(trifluoromethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-(trifluoromethyl)aniline(703-91-3)
• EPA Substance Registry System: 5-Bromo-2-(trifluoromethyl)aniline(703-91-3)

Safety Data

• Hazardous Substances Data: 703-91-3(Hazardous Substances Data)

Usage

General Description

5-Bromo-2-(trifluoromethyl)aniline is a chemical compound with the molecular formula C7H5BrF3N. It is a white to off-white crystalline powder that is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 5-Bromo-2-(trifluoromethyl)aniline is also a valuable building block in organic chemistry and is used in the production of dyes, pigments, and other specialty chemicals. 5-Bromo-2-(trifluoromethyl)aniline is a versatile reagent with a wide range of applications in the chemical and pharmaceutical industries, making it an important compound for various synthetic processes. Due to its potential use in many different fields, its properties and uses continue to be studied and expanded.

Upstream product

• 251115-21-6 4-bromo-2-nitro-1-(trifluoromethyl)benzene 
• 887144-94-7 Togni's reagent II 
• 591-19-5 m-Bromoaniline 

Downstream Products

• 1239460-75-3 5-bromo-8-(trifluoromethyl)quinoline 
• 1256945-00-2 4-bromo-2-iodo-1-(trifluoromethyl)benzene 

Relevant articles and documents

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.

Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines

A simple protocol for the synthesis of 2-(trifluoromethyl)aniline derivatives through a coordinating activation strategy was developed. The reaction showed good reactivity and gave the target products in moderate to good yields. Pleasingly, the directing group could be recovered in excellent yield. Furthermore, this strategy allowed efficient access to the synthesis of floctafenine. A single-electron-transfer mechanism was proposed to be responsible for this trifluoromethylation reaction.

Visible-light-promoted radical C-H trifluoromethylation of free anilines

The trifluoromethyl-substituted anilines are biologically active compounds and useful building blocks. In this communication, we have developed the first visible-light-induced radical trifluoromethylation of free anilines with the commercially available and easily handled Togni reagent at room temperature. The resulting products were successfully transformed into a variety of valuable fluorine-containing molecules and heterocyclic compounds. This protocol provides an economical and powerful route to trifluoromethylated free anilines.