404-24-0 | 2,2,2-TRIFLUORO-N-PHENYLACETAMIDE

CAS:404-24-0 | 2,2,2-TRIFLUORO-N-PHENYLACETAMIDE,Description

Synthesis Analysis

The synthesis of compounds related to 2,2,2-Trifluoro-N-phenylacetamide involves several strategies, highlighting the versatility and complexity of approaches in attaining these trifluoromethylated compounds. For instance, synthesis methods have been developed for creating structures with similar trifluoroacetamide groups, utilizing reactions such as fluorination of the sodium salt of perfluoro-N-(4-pyridyl)-acetamide and direct acetylation processes. These methods underscore the significance of controlled reactions and specific reagents in achieving the desired trifluoroacetamide derivatives (Banks et al., 1996), (Zhong-cheng & Wan-yin, 2002).

Molecular Structure Analysis

The molecular structure of compounds like 2,2,2-Trifluoro-N-phenylacetamide is often analyzed using techniques such as X-ray diffraction and NMR spectroscopy, providing insights into their stereochemistry and molecular dynamics. For example, the crystal structure analysis of similar trifluoroacetamide derivatives reveals intricate details about intermolecular interactions, such as hydrogen bonding patterns, which are crucial for understanding their stability and reactivity (Gonghua Pan et al., 2016).

Chemical Reactions and Properties

Trifluoroacetamide compounds undergo a variety of chemical reactions, reflecting their reactivity towards nucleophilic and electrophilic agents. Studies have shown that trifluoroacetamides, including those derived from chiral silylated amino alcohols, can be synthesized with the aim of achieving enantioselective nucleophilic trifluoromethylation, demonstrating the synthetic utility and reactivity of these compounds (Roussel et al., 2005).

Scientific Research Applications

Synthesis and Structural Characterization

• Synthesis and X-ray Crystallography : The compound has been synthesized and characterized using NMR and HRMS spectroscopy. X-ray crystallography revealed the presence of intermolecular hydrogen bonds and disordered oxygen and fluorine atoms in its structure (Pan et al., 2016).

Chemical Reactions and Modifications

• Ortho-Arylation Using Sodium Persulfate : 2,2,2-Trifluoro-N-phenylacetamide is utilized in Pd-catalyzed ortho-arylation reactions with arenes, showcasing its utility in generating biaryl C–C bonds (Yeung et al., 2010).
• Electrochemical Reduction Studies : The compound's electrochemical reduction at carbon and silver cathodes in specific solvents has been explored, providing insights into its reductive behavior (Pasciak et al., 2014).

Synthesis of Derivatives and Complexes

• Synthesis of Onium Salts : It's used in synthesizing various 2,2,2-trifluoroethyl onium triflates, demonstrating its versatility in forming compounds with nitrogen, sulfur, and phosphorus (Umemoto & Gotoh, 1991).

Applications in Organic Synthesis

• Preparation of Specific Derivatives : Research has focused on its use for synthesizing specific derivatives, like fluorine-substituted amino-1,2,4-triazines, highlighting its role in the development of novel organic compounds (Alharbi & Alshammari, 2019).

Spectroscopy and Analytical Applications

• Spectroscopic Studies : Investigations into its cluster structures using spectroscopic techniques such as fluorescence excitation and resonant two-photon ionisation have been conducted (Robertson et al., 2001).

Electrochemistry

• Anodic Fluorination Studies : The anodic fluorination of related compounds in specific media has been explored, providing a basis for understanding its behavior in electrochemical processes (Ilayaraja & Noel, 2009).

Medical Imaging and Spectroscopy

• Magnetic Resonance Spectroscopy and Imaging : A derivative of 2,2,2-Trifluoro-N-phenylacetamide has been synthesized for potential use in ¹⁹F magnetic resonance spectroscopy and imaging, demonstrating its application in medical imaging (Chubarov et al., 2011).

Solubility and Dissolution Properties

• Solubility Behavior : The solubility of related compounds in various solvents and the dissolution properties of these solutions have been studied, contributing to the development of industrial applications (Li et al., 2019).

Future Directions

For more detailed information, you can refer to the Material Safety Data Sheet (MSDS) provided by Ambeed, Inc.

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