537031-78-0

Basic information

• Product Name: N-Methyl-bis(trifluoromethanesulfonimide)
• Synonyms: 1,1,1-Trifluoro-N-methyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide;N,N-Bis(trifluoromethylsulfonyl)methylamine;N-Methyl bis[(trifluoromethyl)sulfonyl]imide;N-Methyl-bis(trifluoromethanesulfonimide);N-Methyl bis[(trifluoromethyl)sulfonyl]imide >=90.0% (GC)
• CAS NO: 537031-78-0
• Molecular Formula: C₃H₃F₆NO₄S₂
• Molecular Weight: 295.1806392
• Mol File: 537031-78-0.mol

Chemical Properties

• Appearance: /
• Refractive Index: n20/D1.365-1.367
• Storage Temp.: 2-8°C
• BRN: 4495318
• CAS DataBase Reference: N-Methyl-bis(trifluoromethanesulfonimide)(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methyl-bis(trifluoromethanesulfonimide)(537031-78-0)
• EPA Substance Registry System: N-Methyl-bis(trifluoromethanesulfonimide)(537031-78-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 537031-78-0(Hazardous Substances Data)

Usage

Uses

Used in Lithium-ion Battery Industry:
N-Methyl-bis(trifluoromethanesulfonimide) is used as an electrolyte additive for enhancing the performance and safety of lithium-ion batteries. Its high thermal stability and low volatility contribute to the improved performance and safety of these batteries.
Used in Pharmaceutical Synthesis:
N-Methyl-bis(trifluoromethanesulfonimide) is utilized as a reagent in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and improving the efficacy of existing ones.
Used in Agricultural Chemicals Synthesis:
N-Methyl-bis(trifluoromethanesulfonimide) is also employed in the synthesis of agricultural chemicals, contributing to the development of more effective and safer agrochemicals for crop protection and enhancement of agricultural productivity.
Used in Polymer Material Synthesis:
N-Methyl-bis(trifluoromethanesulfonimide) is used in the synthesis of polymer materials, enabling the creation of advanced polymers with specific properties for various applications in industries such as automotive, electronics, and textiles.

Upstream product

• 1445-45-0 Trimethyl orthoacetate 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 
• 174899-82-2 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide 
• 90076-65-6 bis(trifluoromethane)sulfonimide lithium 
• 74-88-4 methyl iodide 
• 189114-61-2 silver(I) triflimide 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 593-51-1 methylamine hydrochloride 
• 34557-54-5 methane 

Downstream Products

• 82794-36-3 dibenzyl methylmalonate 
• 174899-81-1 1-methyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide 
• 174899-82-2 1-ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide 
• 1560976-78-4 dihexylmethylferrocenylphosphonium bis(trifluoromethanesulfonyl)imide 
• 1560976-81-9 diphenylmethylferrocenylphosphonium bis(trifluoromethanesulfonyl)imide 
• 627458-99-5 (1-methyl-1-propylpyrrolidinium)(bis(trifluoromethanesulfonyl)amide) 
• 870296-14-3 N-methyl-N-hexylmorpholinium bis(trifluoromethylsulfonyl)imide 
• 706785-83-3 N-ethyl-N-methylmorpholinium bis(trifluoromethanesulfonyl)imide salt 

Relevant articles and documents

Novel sterically hindered ferrocenyl-phosphonium salt

New sterically hindered ferrocenyl containing phosphonium salt was synthesized in two steps starting from ferrocene. To avoid halogen contamination di-tert-butylferrocenylphosphine was quaternized with methyl bis(trifluoromethanesulfonyl)imide directly. Obtained phosphonium salt was characterized with several physical methods.

DIRECT OXIDATIVE AMINATION OF HYDROCARBONS

Provided is a process for converting a hydrocarbon comprising at least one C-H bond to a nitrogen-functionalized product. The process comprises contacting a hydrocarbon and (i) an oxidizing electrophile comprising (a) a main group element or transition metal in oxidized form and (b) at least one nitrogen-containing ligand, or (ii) an oxidant and a reduced form of an oxidizing electrophile comprising (a) a main group element or transition metal and (b) at least one nitrogen-containing ligand, in a solvent to provide the nitrogen-functionalized product and an electrophile reduction product. Further provided is an oxidizing composition comprising the oxidizing electrophile with at least one nitrogen-containing ligand and a non?oxidizable liquid.

New process of bis-trifluoro sulfonimide salt

The invention provides a preparation method of a bis-trifluoro sulfonimide salt. The method comprises the following steps of S1, preparing corresponding N-alkyl-substituted bis-trifloromethane sulfonimide with primary amine and trifluoromethyl sulfonic anhydride; S2, reacting the N-alkyl-substituted bis-trifloromethane sulfonimide with a salt to obtain a crude product; S3, crystallizing the crudeproduct and then drying the crude product in vacuum to obtain the bis-trifloromethane sulfonimide salt. The method has the advantages that N-alkyl-substituted bis-trifloromethane sulfonimide is stablein property and does not generate corrosive substances in a whole reaction process, three wastes are hardly generated, the method is suitable for large-scale production, the high-purity battery-gradebis-trifloromethane sulfonimide salt can be obtained, and a high implementation value and considerable social and economic benefits are acquired.

Ferrocenyl-phosphonium ionic liquids-synthesis, characterisation and electrochemistry

New unsymmetrically substituted ferrocenyl-phosphonium ionic liquids (ILs) [FcPR2R′]NTf25a-j are synthesized by two or three step syntheses starting from ferrocene, Fc = (C5H5) Fe(C5H4); R = Me, nBu, nHex, Ph; R′ = Me, nPr, nBu, Ph; NTf2 = N(SO 2CF3)2. The selective synthesis of alkyl phosphines FcPR2via a Friedel-Crafts phosphorylation is highlighted as an alternative for the standard protocol commonly used for ferrocenyl arylphosphines involving lithiation of FcH followed by phosphorylation. The influence of the P-substituents on thermal stability, electrochemical potential, chemical shift, and UV-Vis absorption behavior of the ILs is studied. The phosphonium group acts both as an ionic tag and as an electron-withdrawing substituent directly bound at the Cp-ring position. Therefore the title compounds are attractive for further studies to use them as tunable redox mediators for (photo)electrochemical devices such as dye sensitized solar cells (DSSCs) or redox flow batteries.

Thermal degradation of ionic liquids at elevated temperatures

Ionic liquids based on the imidazolium cation are found to degrade, yielding volatile degradation products, at temperatures significantly lower than previously reported and thus a parameter Tz/x (the maximum operating temperature) is developed to provide a more appropriate estimate of thermal stability.

Direct methylation and trifluoroethylation of imidazole and pyridine derivatives

Direct methylation or trifluoroethylation of imidazole and pyridine derivatives using N-methyl bis((perfluoroalkyl)sul-fonyl)imides or trifluoroethyl phenyliodonium bis((trifluoromethyl)sulfonyl)imide affords high yields of the corresponding salts. This methodology provides a simple route to a variety of room temperature ionic liquids (RTILs).