1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide

Base Information

• Chemical Name: 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide
• CAS No.: 82113-65-3
• Deprecated CAS: 858717-00-7,1189948-54-6,2486006-04-4
• Molecular Formula: C2HF6NO4S2
• Molecular Weight: 281.157
• Hs Code.: 29350090
• European Community (EC) Number: 435-300-4,629-642-5,939-822-8
• UNII: C7R849VM9L
• DSSTox Substance ID: DTXSID2045026
• Nikkaji Number: J722.996H
• Wikidata: Q27275301
• ChEMBL ID: CHEMBL1237184
• Mol file: 82113-65-3.mol

Synonyms:82113-65-3;1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide;Trifluoromethanesulfonimide;1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide;Bis(trifluoromethane)sulfonimide;bis(trifluoromethylsulfonyl)imide;Bis(trifluoromethanesulfonyl)imide;triflimide;triflic imide;C2HF6NO4S2;UNII-C7R849VM9L;BIS[(TRIFLUOROMETHYL)SULPHONYL]AMINE;C7R849VM9L;1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide;DTXSID2045026;Bis(trifluoromethane sulfonimide);Bis(trifluoromethanesulfonyl)amine;Methanesulfonamide, 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]-;N,N-Bis(trifluoromethanesulfonyl)imide;1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide;Methanesulfonamide, 1,1,1-trifluoro-N-((trifluoromethyl)sulfonyl)-;bis[trifluoromethylsulfonyl]imide;Bistrifluoromethanesulfonimide;lithium bis(trifluoromethanesulfonimide);N,N-Bis(trifluoromethylsulphonyl)amine;Bisfluramide;HNTf2;Tf2NH;NTf2;SCHEMBL37874;(CF3SO2)2NH;HN(SO2CF3)2;Bis(trifluoromethanesulfon)imide;Bis(trifluoromethylsulfonyl)amine;CHEMBL1237184;Trifluoromethanesulfonimide, 95%;C2-H-F6-N-O4-S2;1,1,1-Trifluoro-N-((trifluoromethyl)-sulfonyl)methanesulfonamide;CS-B0877;N,N-Bs(Trfluoromethylsulphonyl)amne;BBL101807;FD2101;STL555604;AKOS005063360;GS-3635;J722.996H;B2541;FT-0629427;EN300-177798;A840250;A935253;J-523219;Q27275301;Bis(trifluoromethane)sulfonimide, purum, >=95.0% (19F-NMR);1,1,1-tris(fluoranyl)-N-(trifluoromethylsulfonyl)methanesulfonamide;1,1,1-TRIFLUORO-N-((TRIFLUOROMETHYL)SULFONYL)METHANESULFONIMIDE

Chemical Property of 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide

Chemical Property:

• Appearance/Colour: light yellow to brown liquid
• Vapor Pressure: 0.274mmHg at 25°C
• Melting Point: 52-56 °C
• Refractive Index: 1.523
• Boiling Point: 190.5 °C at 760 mmHg
• PKA: -10.42±0.40(Predicted)
• Flash Point: 69 °C
• PSA: 97.07000
• Density: 1.936 g/cm³
• LogP: 2.82770
• Storage Temp.: 2-8°C
• Solubility.: 800g/l Risk of violent reaction.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 2
• Exact Mass: 280.92511883
• Heavy Atom Count: 15
• Complexity: 374

Purity/Quality:

99.0% ^*data from raw suppliers

1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-40-14-67-37
• Safety Statements: 26-36/37/39-45-8

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(F)(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F
• Uses: Trifluoromethanesulfonimide is a strong acid, used in the preparation of highly efficient Lewis acid catalysts. 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide is commonly used as a strong acid to prepare Lewis Acid catalysts. It can also be used to improve efficiency of graphene/silicon Schottky solar cells by chemical doping and as a solvent for recycling battery electrodes. Trifluoromethanesulfonimide may be used as a catalyst for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles.

Technology Process of 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide

There total 12 articles about 1,1,1-Trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

bis(trifluoromethane)sulfonimide lithium (90076-65-6) → bis(trifluoromethanesulfonyl)amide (82113-65-3)

Guidance literature:

With sulfuric acid; at 50 - 75 ℃; under 0.00225023 Torr; Inert atmosphere;

Reference yield: 99.0%

triethylammonium bis(trifluoromethanesulfonyl)imide (192998-66-6) → bis(trifluoromethanesulfonyl)amide (82113-65-3)

Guidance literature:

With sulfuric acid; at 50 ℃; under 0.000750075 Torr; Inert atmosphere;

Reference yield: 93.0%

sodium bis(trifluoromethanesulfonyl)imide (91742-21-1) → bis(trifluoromethanesulfonyl)amide (82113-65-3)

Guidance literature:

With sulfuric acid; 60 to 90 deg C, highvacuum;

DOI:10.1016/S0022-1139(00)80317-6

upstream raw materials:

sodium bis(trifluoromethanesulfonyl)imide

N-(trimethylsilyl)trifluoromethanesulfonamide N-sodium salt

bis(trifluoromethane)sulfonimide lithium

(CH₃)3CN(SO₂CF₃)2

Downstream raw materials:

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

5-trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

propene

trimethylsilyl bis(trifluoromethanesulfonyl)imide

Refernces

Physicochemical properties of new imidazolium-based ionic liquids containing aromatic group

10.1021/acs.jced.5b00983

The study investigates the physicochemical and thermal properties of three novel imidazolium-based ionic liquids containing aromatic groups in the cation combined with the bis(trifluoromethylsulfonyl)imide anion. The chemicals involved include benzimidazole, 1-bromobutane, 2-phenylimidazole, 1-butylimidazole, benzyl chloride, and sodium bis(trifluoromethylsulfonyl)imide. These chemicals are used to synthesize the ionic liquids through a two-step procedure. The synthesized ionic liquids are 1-butyl-3H-benzoimidazolium bis(trifluoromethylsulfonyl)imide [BzBIm][NTf2], 1-butyl-2-phenyl-imidazolium bis(trifluoromethylsulfonyl)imide [BPhIm][NTf2], and 1-benzyl-3-butyl-imidazolium bis(trifluoromethylsulfonyl)imide [BnBIm][NTf2]. The study measures their density, viscosity, thermal decomposition, glass transition, and heat capacity at various temperatures and atmospheric pressure. The results show that the presence of different types of aromatic groups in the ILs structures significantly influences their physicochemical properties, notably through the number of available degrees of freedom by strengthening or weakening intermolecular π?π interactions.

Bistrifluoromethanesulfonimide in the catalytic conjugate allylation of α,β-unsaturated carbonyl compounds

10.1016/S0040-4039(98)00394-3

Nikolai Kulmert, Jonathan Peverley, and Jeremy Robertson explores the use of bistrifluoromethanesulfonimide (TMSNTf2) as a catalyst for the allylation of a,?-unsaturated carbonyl compounds with allyltrimethylsilane. The study was motivated by difficulties encountered in the conventional Sakurai reaction, which failed to produce the desired product or yielded it in low amounts. The authors discovered that TMSNTf2, generated in situ from HNTf2 and allyltrimethylsilane, effectively catalyzed the allylation, yielding ketones and esters in high yields (e.g., 97% for ketone 2) under mild conditions. The reaction was found to be moisture-tolerant and could be initiated at temperatures above -40°C. The method was demonstrated on a range of enones and enoates, producing allylated compounds with good to excellent yields. The study also highlighted the stereoselective nature of the reaction, producing the opposite stereochemical outcome compared to classical methods. The findings present a practical and efficient alternative to traditional allylation methods, avoiding the use of toxic and air-sensitive reagents, and suggest potential for industrial applications.