28048-17-1

Usage

Uses

Used in Electrochemical Cells:
N,N-Dimethyltrifluoromethanesulfonamide is used as a highly flame-resistant solvent for electrochemical cells. Its high thermal stability and non-flammable properties contribute to the safety and performance of these cells.
Used in Batteries:
In the battery industry, N,N-Dimethyltrifluoromethanesulfonamide serves as a crucial component in the development of safer and more efficient battery systems. Its flame resistance and thermal stability help prevent thermal runaway and other safety hazards associated with conventional batteries.
Used in Capacitors:
N,N-Dimethyltrifluoromethanesulfonamide is also utilized in capacitors, where its flame-resistant nature and thermal stability enhance the safety and reliability of these energy storage devices.

InChI:InChI=1/C3H6F3NO2S/c1-7(2)10(8,9)3(4,5)6/h1-2H3

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 124-40-3 dimethyl amine 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 421-85-2 Trifluoromethanesulfonamide 
• 74-88-4 methyl iodide 
• 335-05-7 Trifluoromethanesulfonyl fluoride 

Relevant academic research and scientific papers

Structure and proton donating ability of 2- and 2,5-bis(1- trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrroles

2-(1-Trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrrole and 2,5-bis(1-trifluoromethanesulfonylamido-2,2,2-trichloroethyl)pyrrole according to quantum chemical calculations (B3LYP/6-311G**) exist in the isomeric forms whose structure determines the formation of intramolecular hydrogen bonds NH...Cl, NH...O=S and CH...O=S of different strength. Potentiometric and spectroscopic acidity of these compounds is determined. From the data of IR spectroscopy their proton donating ability upon interaction with Lewis bases is shown depending on the presence of intramolecular hydrogen bonds, mutual effects of intermolecular hydrogen bonds formed by the sulfonamide and pyrrole NH groups with the base, and electronic effects of the substituents.

Inhibiting Polysulfide Shuttle in Lithium–Sulfur Batteries through Low-Ion-Pairing Salts and a Triflamide Solvent

The step-change in gravimetric energy density needed for electrochemical energy storage devices to power unmanned autonomous vehicles, electric vehicles, and enable low-cost clean grid storage is unlikely to be provided by conventional lithium ion batteries. Lithium–sulfur batteries comprising lightweight elements provide a promising alternative, but the associated polysulfide shuttle in typical ether-based electrolytes generates loss in capacity and low coulombic efficiency. The first new electrolyte based on a unique combination of a relatively hydrophobic sulfonamide solvent and a low ion-pairing salt, which inhibits the polysulfide shuttle, is presented. This system behaves as a sparingly solvating electrolyte at slightly elevated temperatures, where it sustains reversible capacities as high as 1200–1500 mAh g?1 over a wide range of current density (2C–C/5, respectively) when paired with a lithium metal anode, with a coulombic efficiency of >99.7 % in the absence of LiNO3 additive.

N,N-dialkyl perfluoroalkanesulfonamides: Synthesis, characterization and properties

Twenty derivatives of N,N-dialkyl perfluoroalkanesulfonamides, n-C mF2m + 1SO2NRR′ (m = 1, 2, 4, 6, 8; R, R′ = CH3, CH2CH3 or CH2CH 2OCH3), have been prepared and characterized. Their fundamental physicochemical properties, including melting point, density, viscosity and dielectric constant, are determined. The influences of structural variations in both the perfluoroalkyl and alkyl chains on the above properties are extensively studied. Among these N,N-dialkyl perfluoroalkanesulfonamides, 14 compounds are liquid at room temperature, and some of them exhibit low melting points, even lower than -40 °C. The empirical solvent polarity scales for these liquid perfluoroalkanesulfonamides, such as 'energy of transition' E T(30) values and Kamlet-Taft solvent parameters (π*, α, β), are also determined by solvatochromic measurements, and show good linear temperature dependence. The ET(30) values are in the range of 45.36-55.19 kcal mol-1 at 25 °C, comparable to those of short chain alcohols. The π* parameters for the compounds containing alkyl chain are in the range of 0.550-0.651 at 25 °C, being a little higher than those of short chain alcohols. All these prepared compounds show strong hydrogen-bond donating ability (α values ranging from 0.865 to 1.204 at 25 °C), comparable to that of short chain alcohols. Meanwhile, those containing alkoxyalkyl chain display strong hydrogen-bond accepting ability (β values ranging from 0.71 to 0.82 at 25 °C), comparable to that of short chain alcohols.

Determination of pKa values of fluoroalkanesulfonamides and investigation of their nucleophilicity

The pKa values of a series of fluoroalkanesulfonylamides were measured by potentiometric titration. Different kinds of alkyl halides and tosylates were employed to investigate the nucleophilicity of fluoroalkanesulfonylamides. Fluoroalkanesulfonylamides with longer fluoroalkyl chain have weaker nucleophilicity.

Specific features of the reaction of vanadyl acetylacetonate with tert-butyl hydroperoxide

According to the data of quantum chemical calculations using the DFT method (B3LYP/6-311G*), dimethylsulfone (I), N,N-dimethylmethanesulfonamide (II) and N,N-dimethyltrifluoromethanesulfonamide (III) form with methanol and phenol H-complexes of two types: (1) having nonlinear structure and (2) bidentate complexes with participation of both oxygen atom lone pairs in the formation of the H-bond. The angle determining the directionality of the hydrogen bond with respect to the axis of the nearest lone electron pair of the SO2 group oxygen atom in the conformational isomers of these complexes falls within the range 3°-100°. Variation of the calculated values of Δν(OH) in the H-complexes is parallel to that observed in their IR spectra and reflects the decrease of basicity of the sulfonyl group in the order I > II > III.