57946-63-1 | 4-Amino-3-bromobenzotrifluoride

CAS:57946-63-1 | 4-Amino-3-bromobenzotrifluoride,Description

Synthesis Analysis

The synthesis of 2-Bromo-4-(trifluoromethyl)aniline involves various chemical routes, including halogenation and substitution reactions that introduce the bromo and trifluoromethyl groups onto the aniline ring. A notable method includes the use of bromine as a brominating agent under optimal conditions to achieve high yields and purity of the product (Ding Zhi-yuan, 2011). Additionally, photoredox catalysis has been employed for fluoroalkylation of anilines, demonstrating the utility of visible light in the synthesis of bromo and trifluoromethyl-substituted arenes (Jingjing Kong et al., 2017).

Molecular Structure Analysis

The molecular structure of 2-Bromo-4-(trifluoromethyl)aniline has been characterized using various spectroscopic techniques. Studies involving Fourier Transform-Infrared (FT-IR) and Fourier Transform-Raman (FT-Raman) spectroscopy, along with density functional theory (DFT) computations, have provided insights into the vibrational spectra, hyperconjugation interactions, and molecular electrostatic potential (MEP) of this compound (B. Revathi et al., 2017).

Chemical Reactions and Properties

2-Bromo-4-(trifluoromethyl)aniline participates in various chemical reactions, including coupling and halogenation processes, due to the reactive nature of the bromine and amino groups. The compound's ability to undergo facile transformation into other functionalized molecules underscores its versatility in organic synthesis. The presence of the trifluoromethyl group enhances the molecule's reactivity towards nucleophilic substitution reactions, enabling further derivatization and functional group transformations (Jingjing Kong et al., 2017).

Scientific Research Applications

• Vibrational Analysis for NLO Materials : 2-Bromo-4-(trifluoromethyl)aniline has been studied for its vibrational properties, which are important for non-linear optical (NLO) materials. The research involved experimental and theoretical vibrational analysis using Fourier Transform-Infrared and Raman techniques. This study is significant for understanding the molecular interactions and properties that contribute to the material's potential use in NLO applications (Revathi et al., 2017).
• Synthesis of Quinolinones and Quinolines : The compound has been used in the synthesis of various quinolinones and quinolines. This includes its transformation into 4-bromo-2-(trifluoromethyl)quinolines, which can be further processed into different functionalized compounds. These syntheses are crucial for the development of compounds with potential pharmaceutical applications (Marull & Schlosser, 2003; 2004).
• Photocatalysis and Functional Molecule Synthesis : Research has shown that 2-Bromo-4-(trifluoromethyl)aniline can be used in photocatalytic processes to create tetrafluoroethylated compounds. These processes involve visible-light-induced fluoroalkylation and are important for synthesizing functional molecules, demonstrating the compound's utility in organic synthesis (Kong et al., 2017).
• Chemical Modification and Derivative Synthesis : The compound serves as a starting material for the synthesis of various derivatives, demonstrating its versatility in chemical modifications. This includes the synthesis of isatin derivatives, which are important in pharmaceutical research (Zhenmin, 2008).

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