37595-74-7 | N,N-Bis(trifluoromethylsulfonyl)aniline

CAS:37595-74-7 | N,N-Bis(trifluoromethylsulfonyl)aniline ,Description

N,N-Bis(trifluoromethylsulfonyl)aniline, also known as Trifluoromethanesulfonanilide, is a fluorinated organic compound that has been used in a variety of scientific research applications. It has been used in a wide range of laboratory experiments, from studying the mechanism of action of enzymes to exploring the biochemical and physiological effects of drugs. 
 

Scientific Research Applications

Crystallographic Properties

N,N-Bis(trifluoromethylsulfonyl)aniline, also known as 4-chloro-N,N-bis(trifluoromethanesulfonyl)aniline, exhibits interesting crystallographic properties. It has non-crystallographic twofold symmetry, with the SO2CF3 residues positioned on either side of the benzene ring. This arrangement leads to the formation of 12-membered supramolecular chains in the crystal, driven by C—H⋯O contacts (Boechat et al., 2010).

Ionic Liquids and Solubility

N,N-Bis(trifluoromethylsulfonyl)aniline plays a significant role in the solubility of aniline in ionic liquids. For example, the satisfactory mutual solubility of aniline with bis(trifluoromethylsulfonyl)amide-based ionic liquids opens new avenues in processing phenylamine derivatives (Santos, Bogel-Łukasik, & Bogel-Łukasik, 2012). Additionally, the solubility of aniline in various ionic liquids is influenced by the presence of bis(trifluoromethylsulfonyl)imide, which is an important factor in understanding the interactions in these systems (Morais, Lopes, Bogel-Łukasik, & Bogel-Łukasik, 2013).

Catalytic Applications

The compound is also used in catalysis, such as in the in situ generation of platinum catalysts for methanol oxidation. An innovative strategy involves oxidizing the bis(trifluoromethylsulfonyl)imide anion to form a radical electrocatalyst, demonstrating its versatility and potential in various practical applications (Tang, Wang, Chi, Sevilla, & Zeng, 2016).

Synthesis of New Compounds

N,N-Bis(trifluoromethylsulfonyl)aniline is involved in the synthesis of new compounds, such as trifluoromethyl thiolsulphonates, through reactions with sulfur dioxide and trifluoromethanesulfanylamide. These reactions, mediated by bismuth(III) chloride, have yielded products with antifungal properties (Sheng, Li, & Qiu, 2017).

Fluorescence and Material Science

In material science, derivatives of N,N-Bis(trifluoromethylsulfonyl)aniline, like 2,6-bis(arylsulfonyl)anilines, have been synthesized and utilized for their fluorescent properties. These compounds exhibit high fluorescence emissions in the solid state and are used as materials for fluorescence-based applications (Beppu, Kawata, Aizawa, Pu, Abe, Ohba, & Katagiri, 2014).

Solvent Extraction and Metal Ion Solubilization

The compound also finds application in solvent extraction and metal ion solubilization. Sulfonic acid functionalized ionic liquids with bis(trifluoromethylsulfonyl)imide anions can solubilize metal oxides and are used in solvent extraction studies (Dupont, Raiguel, & Binnemans, 2015).

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