275818-95-6 | Difluoromethanesulfinic acid sodium

CAS:275818-95-6 | Difluoromethanesulfinic acid sodium ,Description

Difluoromethanesulfinic acid sodium, also known as DFMS or sodium difluoromethanesulfinate, is a strong organic acid that has a wide range of applications in scientific research. It is used as a reagent in organic synthesis, a catalyst in chemical reactions, and a buffer in biochemical studies. DFMS is also used as a corrosion inhibitor in metalworking and as a component in the production of certain pharmaceuticals. 
 

Scientific Research Applications

Catalytic Applications

• Copper- and Iron-Catalyzed Decarboxylative Tri- and Difluoromethylation: Sodium trifluoromethanesulfinate (CF3SO2Na, Langlois reagent) and zinc difluoromethanesulfinate (DFMS) are used in copper-catalyzed decarboxylative trifluoromethylation and iron-catalyzed difluoromethylation, respectively. These reactions involve a radical process for modifying α,β-unsaturated carboxylic acids (Li, Cui, & Liu, 2013).
• Electrochemical Oxidation-Promoted Direct N-ortho-Selective Difluoromethylation: Sodium difluoromethanesulfinate (HCF2SO2Na) serves as the source of the difluoromethyl moiety in the N-ortho-selective difluoromethylation of quinoline and isoquinoline N-oxides. This method is efficient, green, and scales well (Zhang et al., 2022).
• Transition-Metal-Free Electrophilic Trifluoromethylthiolation: Sodium trifluoromethanesulfinate acts as a trifluoromethylthiolating reagent, enabling the direct trifluoromethylthiolation of indole derivatives under mild conditions. This reaction expands to pyrroles and enamines (Bu, Lu, & Cai, 2017).
• Improvements in Difluoromethanesulfonic Acid Synthesis: Research has optimized the synthesis of sodium difluoromethanesulfonate, leading to a more productive and reproducible process. This has applications in creating anhydrous difluoromethanesulfonic acid, a catalyst for various reactions (Langlois, 1989).

Chemical Synthesis

• Photochemical Difluoromethylation of Alkynes: Sodium difluoromethylsulfinate (NaSO2CF2H) is used in a photochemical strategy for the difluoromethylation/radical cascade cyclization of alkynes. This method synthesizes CF2H-substituted seven-membered dioxodibenzothiazepines and dibenzazepines (Chen et al., 2023).

Environmental and Material Science

• Competitive Binding of Poly- and Perfluorinated Compounds to Thyroid Hormone Transport Protein: Studies have shown that certain perfluorinated compounds, structurally similar to difluoromethanesulfinic acid sodium, can compete with thyroid hormones for binding to transport proteins. This finding is important in understanding the environmental and toxicological impact of these compounds (Weiss et al., 2009).
• Incorporation of Fluorocarbon Surfactants into Perfluorosulfonic Acid Membranes: Research indicates that incorporating sulfonated surfactants into perfluorinated ionomer films, such as Nafion, can significantly improve their permeability. This has applications in chemical sensors and other industrial practices (Rábago, Noble, & Koval, 1994) .

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