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

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

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-(trifluoromethyl)aniline serves as an intermediate in the synthesis of various pharmaceuticals, playing a critical role in the development of new medications. Its unique chemical structure allows for the creation of a wide range of therapeutic agents, contributing to advancements in healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Bromo-2-(trifluoromethyl)aniline is utilized as an intermediate for the production of various agrochemicals. Its incorporation aids in the development of effective solutions for pest control and crop protection, ensuring sustainable agricultural practices.
Used in Organic Chemistry:
5-Bromo-2-(trifluoromethyl)aniline acts as a valuable building block in organic chemistry, enabling the synthesis of complex organic compounds. Its reactivity and structural features make it an essential component in the creation of dyes, pigments, and other specialty chemicals, driving innovation in the chemical industry.
Used in Chemical Research:
As a versatile reagent, 5-Bromo-2-(trifluoromethyl)aniline is extensively used in chemical research for the exploration of new synthetic pathways and the development of novel compounds. Its unique properties and potential applications make it a key subject of study, with ongoing research aimed at expanding its use in various fields.
Used in Specialty Chemicals Production:
5-Bromo-2-(trifluoromethyl)aniline is employed in the production of specialty chemicals, where its distinctive chemical properties contribute to the creation of high-quality products. Its presence in this industry underscores its importance in the development of innovative and specialized chemical solutions.

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

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.

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.

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.

A for the preparation of ortho-trifluoromethyl-aniline or its derivatives (by machine translation)

The invention discloses a method for preparing o-trifluoromethyl phenylamine and derivatives thereof. According to the method, phenylamine or a phenylamine derivative serving as raw material reacts with a trivalent iodine reagent compound 2 in a solution under the protection of argon or nitrogen and illumination condition in the presence of tri(2-phenylpyridine)-iridium [Ir(ppy)3] serving as a catalyst to produce o-trifluorophenylamine or derivatives thereof 3, wherein the trivalent iodine reagent compound 2 has a structure shown in the specification. The method is mild in reaction conditions, the amino does not need to be protected, and trifluoromethyl substituted phenylamine or phenylamine derivatives can be directly obtained.

MK2 INHIBITORS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

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.

INHIBITORS OF JUN N-TERMINAL KINASE

The present disclosure provides inhibitors of c-Jun N-terminal kinases (JNK) having a structure according to the following formula (I): or a salt or solvate thereof, wherein ring A, Ca, Cb, Z, R5, W and Cy are defined herein. The disclosure further provides pharmaceutical compositions including the compounds of the present disclosure and methods of making and using the compounds and compositions of the present disclosure, e.g., in the treatment and prevention of various disorders, such as Alzheimer's disease.