359-38-6 | 2,2-Difluoroacetamide

CAS:359-38-6 | 2,2-Difluoroacetamide ,Description

2,2-Difluoroacetamide (DFAM) is an organofluorine compound that has been studied for its potential use in scientific research, as well as in industrial applications. It is a colorless, volatile liquid with a pungent odor, and it is highly soluble in organic solvents. DFAM is an important intermediate in organic synthesis, and it can be used to synthesize a variety of compounds, including pharmaceuticals, agrochemicals, and dyes. It is also used as a reagent in a variety of reactions, such as the synthesis of polymers, the preparation of amines, and the hydrolysis of esters.
 

Scientific Research Applications

Ligand Interactions and Structural Studies

2,2-Difluoroacetamide derivatives, specifically 2-aryl-2,2-difluoroacetamido-proline and pipecolate esters, have been studied for their high affinity as FKBP12 ligands. Their rotamase inhibitory activity is comparable to ketoamides, and X-ray structural studies highlight the interactions between the fluorine atoms and certain protein residues, suggesting potential applications in drug design and protein interaction studies (Dubowchik et al., 2001).

Glycan-Protein Interaction Monitoring

The difluoroacetamide moiety has been proposed as a novel tag for NMR analysis to detect glycan-protein interactions that involve N-acetylated sugars. This application is crucial for understanding molecular recognition processes and could be particularly useful in screening applications for glycan-related interactions (Calle et al., 2015).

Spectroscopic Analysis

The infrared and Raman spectra of related compounds, such as 2-chloro-2,2-difluoroacetamide, have been recorded and analyzed. Computational chemistry calculations have complemented these studies, providing insights into the molecule's stabilization energies and delocalization effects, which are critical for understanding the chemical behavior and properties of such compounds (Iriarte et al., 2006).

Chemical Synthesis and Drug Design

Difluoro(trimethylsilyl)acetamides have been prepared as precursors for the synthesis of 3,3-difluoroazetidinones, demonstrating the versatility of 2,2-difluoroacetamides in chemical synthesis. This has implications for the development of novel compounds and drug design, showcasing the utility of difluoroacetamides in synthesizing complex structures (Bordeau et al., 2006).

Nucleophilic Difluoroalkylation

The nucleophilic difluoroalkylation of isocyanates with difluoromethyl 2-pyridyl sulfone has been explored, yielding 2,2-difluoro-2-pyridinylsulfonylacetamides. This process highlights the reactivity and potential of 2,2-difluoroacetamide derivatives in creating novel compounds with unique properties and applications (Li et al., 2015).

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