402-13-1 | 2-AMINO-4-(TRIFLUOROMETHYL)BENZOIC ACID

CAS:402-13-1 | 2-AMINO-4-(TRIFLUOROMETHYL)BENZOIC ACID,Description

Synthesis Analysis

The synthesis of related compounds often involves several steps, including bromination, Grignard reactions, cyanidation, and amination to yield functionalized benzoic acids and their derivatives. For instance, a process reported for the synthesis of 4-Amino-2-(trifluoromethyl)benzonitrile, an intermediate for bicalutamide, starts from m-fluoro-(trifluoromethyl)benzene and proceeds through key intermediate stages with an overall yield of 49.2% (Zhang Tong-bin, 2012).

Molecular Structure Analysis

The molecular structure and geometry of compounds closely related to 2-Amino-4-(trifluoromethyl)benzoic acid, such as 2-amino-3,5-diiodobenzoic acid and 2-amino-3,5-dibromobenzoic acid, have been characterized by single-crystal X-ray diffraction, FT-IR spectroscopy, and computational methods (Muhammet Hakkı Yıldırım et al., 2015) . These studies provide insights into intra- and inter-molecular interactions, fundamental vibrational bands, and electronic structures, essential for understanding the chemical behavior of 2-Amino-4-(trifluoromethyl)benzoic acid.

Chemical Reactions and Properties

2-Amino-4-(trifluoromethyl)benzoic acid participates in various chemical reactions, including condensation, cyclization, and amidation, due to its functional groups. For example, 2,4-Bis(trifluoromethyl)phenylboronic acid has been identified as a highly effective catalyst for dehydrative amidation between carboxylic acids and amines, showcasing the reactivity of compounds within this chemical family (Ke Wang et al., 2018).

Physical Properties Analysis

The physical properties of compounds structurally similar to 2-Amino-4-(trifluoromethyl)benzoic acid, such as solubility, melting points, and absorption spectra, can be inferred from spectroscopic studies. These properties are influenced by the molecule's geometry, electronic structure, and functional groups, as seen in spectroscopic investigations of related benzoic acid derivatives (M. Kurt et al., 2011).

Chemical Properties Analysis

The chemical properties, including reactivity and stability, are closely related to the molecule's functional groups and electronic configuration. Studies on related compounds, such as the synthesis and Raman spectroscopic investigation of 4-[N-phenyl-N-(3-methylphenyl)-amino]-benzoic acid, provide valuable insights into the molecular vibrations, charge delocalization, and intramolecular charge transfer, which are critical for understanding the behavior of 2-Amino-4-(trifluoromethyl)benzoic acid in various chemical contexts (M. Kurt et al., 2011).

Scientific Research Applications

• Synthesis of 1,3,4-Oxadiazole Derivatives

  • In the field of organic chemistry, this compound has been used in the synthesis of 1,3,4-oxadiazole derivatives containing a 2-fluoro-4-methoxy moiety.

• Investigation of Ligand Binding with Chaperones

  • This compound has also been used to investigate the binding of 2-pyridinone and amino acid derivatives as ligands with chaperones PapD and FimC.

• Molecular Simulations

  • In the field of computational chemistry, this compound could potentially be used in molecular simulations.
  • The specific methods of application or experimental procedures would involve using software such as Amber, GROMACS, Avogadro, Pymol, Chimera, Blender, and VMD to produce impressive simulation visualizations.

• Synthesis of Salicylanilide Derivatives

  • This compound has also been used in the synthesis of salicylanilide derivatives via N,N′-dicyclohexylcarbodiimide coupling in dry N,N-dimethylformamide.
  • This would involve techniques such as organic synthesis and GC/MS for ultra trace analysis of fluorinated aromatic carboxylic acids.

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