71757-14-7

Basic information

• Product Name: 2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE
• Synonyms: 2,4-dibromo-6-trifuloromethylaniline;2-Amino-3,5-dibromobenzotrifluoride,98%;2,4-Dibromo-6-(trifluoromethyl)aniline, 4,6-Dibromo-alpha,alpha,alpha-trifluoro-o-toluidine;2-Amino-3,5-dibromobenzotrifluoride 97%;2-AMINO-3,5-DIBROMOBENZOTRIFLUORIDE;2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE;BUTTPARK 29\06-98;TIMTEC-BB SBB005834
• CAS NO: 71757-14-7
• Molecular Formula: C₇H₄Br₂F₃N
• Molecular Weight: 318.92
• Product Categories: Amines;blocks;Bromides;FluoroCompounds;Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 71757-14-7.mol

Chemical Properties

• Melting Point: 39-41°C
• Boiling Point: 58 °C
• Flash Point: 57-59°C/0.7mm
• Appearance: /
• Density: 1.9954 (rough estimate)
• Refractive Index: 1.4640 (estimate)
• CAS DataBase Reference: 2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE(71757-14-7)
• EPA Substance Registry System: 2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE(71757-14-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 71757-14-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure contributes to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE serves as an intermediate in the production of agrochemicals. It aids in the creation of compounds that can enhance crop protection and improve agricultural yields.
Used in Dye Industry:
2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE is utilized as a building block in the synthesis of dyes. Its incorporation into dye molecules results in the production of dyes with specific color characteristics and properties.
Used in Specialty Chemicals Production:
2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE is used as a key component in the manufacturing of specialty chemicals. Its unique properties allow for the development of high-performance chemicals for various applications.
Used in Organic Synthesis:
2,4-DIBROMO-6-(TRIFLUOROMETHYL)ANILINE is employed as a reactant in organic synthesis processes. Its reactivity and functional groups enable the formation of a wide range of organic compounds for different industries.

Upstream product

• 88-17-5 2-(trifluoromethyl)benzenamine 

Downstream Products

• 71757-13-6 2-Trifluoromethyl-4,6-dibromo-N-nitroaniline 
• 1383120-85-1 C₂₀H₁₃Br₂F₃N₆ 
• 1383120-87-3 C₂₀H₁₃Br₂F₃N₆ 
• 1412442-54-6 C₁₉H₈Br₂F₃NO 
• 1412442-13-7 C₂₈H₁₉Br₂F₃N₂ 

Relevant articles and documents

Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Although benzotriazoles are important and ubiquitous, currently there is only one conceptual approach to their synthesis: bridging the two ortho-amino groups with an electrophilic nitrogen atom. Herein, we disclose a new practical alternative-the endo-cyclization of 2-azidoaryl lithiums obtained in situ from 2-azido-aryl bromides. The scope of the reaction is illustrated using twenty-four examples with a variety of alkyl, alkoxy, perfluoroalkyl, and halogen substituents. We found that the directing effect of the azide group allows selective metal-halogen exchange in aryl azides containing several bromine atoms. Furthermore, (2-bromophenyl)diazomethane undergoes similar cyclization to give an indazole. Thus, cyclizations of aryl lithiums containing an ortho-X = Y = Z group emerge as a new general approach for the synthesis of aromatic heterocycles. DFT computations suggested that the observed endo-selectivity applies to the anionic cyclizations of other functionalities that undergo "1,1-additions" (i.e., azides, diazo compounds, and isonitriles). In contrast, cyclizations with the heteroatomic functionalities that follow the "1,2-addition" pattern (cyanates, thiocyanates, isocyanates, isothiocyanates, and nitriles) prefer the exo-cyclization path. Hence, such reactions expand the current understanding of stereoelectronic factors in anionic cyclizations.

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