82113-65-3

Basic information

• Product Name: TRIFLUOROMETHANESULFONIMIDE
• Synonyms: TRIFLUOROMETHANESULFONIMIDE;Trifluoromethansulfonimide;bis(Trifluoromethanesulphonyl)imide;BISTRIFLUOROMETHANESULFONIMIDE SOL., ~0. 5 M IN DICHLOROM.;N,N-Bis(trifluoromethylsulfonyl)amine;bis(trifluoromethane)sulfonimide solution;Methanesulfonamide, 1,1,1-trifluoro-N-((trifluoromethyl)sulfonyl)-;N,N-Bis-(trifluoromethylsulfonyl)-imide
• CAS NO: 82113-65-3
• Molecular Formula: C₂HF₆NO₄S₂
• Molecular Weight: 281.15
• EINECS: 214-152-2
• Product Categories: Trifluoromethylation;Chemical Synthesis;Fluorination;Fluorination Reagents;Synthetic Reagents;Building Blocks;Organic Building Blocks;Sulfonimides/Sulfinimides;Sulfur Compounds
• Mol File: 82113-65-3.mol
• Article Data: 17

Chemical Properties

• Melting Point: 52-56 °C
• Boiling Point: 90-91 °C(lit.)
• Flash Point: 69 °C
• Appearance: Colorless to brownish/Crystals
• Density: 1.36
• Vapor Pressure: 0.274mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: 2-8°C
• Solubility: 800g/l Risk of violent reaction.
• PKA: -10.42±0.40(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents. Reacts violently with water.
• BRN: 4754101
• CAS DataBase Reference: TRIFLUOROMETHANESULFONIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIFLUOROMETHANESULFONIMIDE(82113-65-3)
• EPA Substance Registry System: TRIFLUOROMETHANESULFONIMIDE(82113-65-3)

Safety Data

• Hazard Codes: C
• Statements: 34-40-14-67-37
• Safety Statements: 26-36/37/39-45-8
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 3-10-21
• HazardClass: 8
• PackingGroup: I
• Hazardous Substances Data: 82113-65-3(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 82113-65-3 differently. You can refer to the following data:
1. Trifluoromethanesulfonimide is a strong acid, used in the preparation of highly efficient Lewis acid catalysts.
2. 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.
3. Trifluoromethanesulfonimide may be used as a catalyst for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles.

General Description

Bis(trifluoromethane)sulfonimide (TFSI, Tf2N) is utilized as anion species to form 1-ethyl-3-methylimidazolium molten salts. It undergoes acid-base complexation with rod-like poly(2,5-pyridine) to afford highly-ordered lamellar self-assemblies in the hydrated films.

InChI:InChI=1/C8H7F3OS/c9-8(10,11)13-7-3-1-2-6(4-7)5-12/h1-4,12H,5H2

Upstream product

• 90076-65-6 bis(trifluoromethane)sulfonimide lithium 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 35034-08-3 N-benzyl-bis(trifluoromethanesulfonimide) 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 41804-81-3 (CH₃)3CN(SO₂CF₃)2 
• 91742-20-0 N-(trimethylsilyl)trifluoromethanesulfonamide N-sodium salt 
• 91742-21-1 sodium bis(trifluoromethanesulfonyl)imide 
• 192998-66-6 triethylammonium bis(trifluoromethanesulfonyl)imide 

Downstream Products

• 307501-98-0 (1,1,1-trifluoroethyl) phenyl iodonium (N,N'-bis-trifluoromethylsulfonyl) imide 
• 874989-77-2 ethyltriphenylphosphonium bis(trifluoromethanesulfonyl)amide 
• 1010731-91-5 C₁₁H₇F₁₁INS₂O₄ 
• 1010731-92-6 C₁₂H₇F₁₃INS₂O₄ 
• 189114-61-2 silver(I) triflimide 
• 207861-61-8 [Co(II)(NTf2)2] 
• 945614-34-6 triethyloxonium bis(trifluoromethylsulfonyl)imide 
• 7664-39-3 hydrogen fluoride 
• 7637-07-2 boron trifluoride 
• 1401455-91-1 C₂HF₆NO₄S₂*C₂₇H₃₀BNO 
• 956394-04-0 C₂HF₆NO₄S₂*C₂₃H₂₂BNO 
• 91742-21-1 sodium bis(trifluoromethanesulfonyl)imide 
• 90076-67-8 potassium bis(trifluoromethylsulfonyl)imide 
• 1140972-38-8 C₂₉H₂₉NO₆S 

Relevant articles and documents

Thermally stable bis(trifluoromethylsulfonyl)imide salts and their mixtures

We show that both tetraphenylphosphonium bis(trifluoromethylsulfonyl)imide ([PPh4][NTf2]) and Cs[NTf2] are low melting salts of exceptionally high and also very similar thermal stability. This similarity indicates that the thermal stability is dominated by the anion. Moreover, eutectic mixtures of [PPh4][NTf2] and Cs[NTf2] with melting points below 100 °C are presented. Surface analysis of the latter in the liquid state reveals a surprising depletion of [PPh4]+ ions from the surface.

A one-pot synthesis of a ternary nanocomposite based on mesoporous silica, polyaniline and silver

The research on hybrid materials composed of inorganic and organic species in the nanometer range is motivated by the synergic combination of their native properties in a unique material. In this paper, we report a new one-pot synthesis of a ternary nanocomposite based on a conducting polymer (polyaniline-PANI) and silver, using mesoporous silica (MCM-41) as a hard template to promote the controlled growth of both polymer chains and silver nanoparticles. The presence of these reaction products was proved by the appearance of the characteristic diffraction peaks of face-centered cubic metallic silver phase in the X-ray diffractogram and by the presence of typical bands of polyaniline as emeraldine salt in the FTIR and UV-Vis spectra. The preservation of the ordered MCM-41 mesostructure after the polymerization reaction was also attested by XRD and TEM analysis and it was accompanied by a decreasing of the particle size as observed in the SEM images. N2 adsorption-desorption isotherms support the statement that PANI chains and AgNP have been incorporated mainly into the channel of MCM-41, a fact also attested by TEM images. The electrical conductivity of this nanocomposite is on the order of 10-3 S cm-1, which is one million times higher than the value obtained for a MCM-41/polyaniline composite. Although some reports about the isolated incorporation of polyaniline or silver nanoparticles into the MCM-41 pores are found in the literature, to our knowledge this is the first time that such nanocomposite preparation is reported.

Silylium-Catalyzed Carbon–Carbon Coupling of Alkynylsilanes with (2-Bromo-1-methoxyethyl)arenes: Alternative Approaches

The catalytic activation of alkynylsilanes towards 2-halo-1-alkoxyalkyl arenes gives β-halo-substituted alkynes. It involves the chemoselective substitution of an alkoxide by an alkyne in the presence of a neighboring C(sp3)–Br bond in a cationic C–C bond-forming event. Two complementary protocols to accomplish this new transformation are reported. The outcome of a direct approach based on mixing the precursors with a freshly prepared solution of the active catalytic species (TMSNTf2) is compared with an alternative based on smooth release of the required silylium ions upon selective activation of the alkyne by gold(I) (JohnPhosAuNTf2). The two approaches gave satisfactory results to access this otherwise elusive alkynylation process, which furnishes 4-bromo-substituted alkynes and tolerates various functional groups.

METHOD FOR PRODUCING TRIFLUOROMETHANESULFONYL IMIDE OR ITS SALT

The present invention relates to trifluoromethanesulfonyl imide or a method of producing salt thereof. More specifically, the method comprises: a first process in which the organosilicon nitrogen compound is dissolved in an organic solvent, and chlorosulfonic acid (ClSO_3H) or dichlorosulfone (ClSO_2Cl) is added and reaction is conducted; and a second process in which the compound obtained through the first process is dissolved in an organic solvent, an inorganic base containing lithium, sodium, potassium or cesium or an organic base is added and reaction is conducted, and tetrahalogen methane (CX_4) is added thereto and reaction is conducted. According to the present invention, the method has effects of: producing stable and high-quality trifluoromethanesulfonyl imide and the salt thereof by using the safe organosilicon nitrogen compound without amine gas or inorganic amine; and being capable of mass producing industrially high-purity products.