60933-18-8

Usage

Uses

Used in Chemical Synthesis:
N,N-Diethylammonium trifluoromethanesulfonate is used as a phase-transfer catalyst for facilitating the transfer of reactants between different phases in a chemical reaction, which is crucial for enhancing reaction efficiency and selectivity.
Used in Organic Synthesis:
In the realm of organic synthesis, N,N-Diethylammonium trifluoromethanesulfonate serves as a reagent, contributing to the formation of desired organic compounds through its catalytic properties.
Used in Electrochemistry:
N,N-Diethylammonium trifluoromethanesulfonate is utilized as an electrolyte in lithium batteries, playing a key role in the ionic conduction process that enables the flow of electric current.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, given its properties and applications, N,N-Diethylammonium trifluoromethanesulfonate could potentially be used in the pharmaceutical industry as a catalyst or reagent in the synthesis of various drugs, taking advantage of its ability to facilitate reactions in organic media.

InChI:InChI=1/C4H11N.CHF3O3S/c1-3-5-4-2;2-1(3,4)8(5,6)7/h5H,3-4H2,1-2H3;(H,5,6,7)

Upstream product

• 78581-33-6 Bis(1,3-dimethylimidazolinium-2-yl)ether-bis(trifluormethansulfonat) 
• 109-89-7 diethylamine 
• 1493-13-6 trifluorormethanesulfonic acid 
• 115444-36-5 1,2-bis(trifluoromethanesulfonyloxy)-1,1,2,2-tetramethyldisilane 
• 84028-88-6 ethyl (S)-lactate triflate 
• 119072-55-8 tert-butylisonitrile 

Downstream Products

• 188422-36-8 tris[(triphenylphosphine)gold(I)]oxonium trifluoromethanesulfonate 
• 97801-84-8 N-methylacridinium trifluoromethansulfonate 

Relevant academic research and scientific papers

Diethylamine-based ionic liquids: quantum chemical calculations and experiment

The structural and energetic characteristics of the compounds formed by the reaction of diethylamine (DEA) with protic acids (sulfuric (H2SO4), methanesulfonic (MsOH), trifluoromethanesulfonic (TfOH), and para-toluenesulfonic (TsOH)) were examined using quantum chemical computations (B3LYP-GD3/6-31++G(d,p)). The strength of the hydrogen bonds in the ion pairs formed was quantitatively estimated by the QTAIM theory and NBO analysis. The results of the quantum chemical computations and the obtained thermal (phase transition and decomposition temperatures) and physicochemical (viscosity and conductivity) characteristics indicate that the reactions of DEA with the acids afford salts. The salts with the melting points higher than 100 °C are formed in the case of DEA/OTf(OTs), while protic ionic liquids are produced in the case of DEA/OMs(HSO4).

Hexaalkylguanidinium trifluoromethanesulfonates - A general synthesis from tetraalkylureas and triflic anhydride, and properties as ionic liquids

More than thirty hexaalkylguanidinium trifluoromethanesulfonates 12 were prepared from N,N-diethyl-N′,N′-dimethylurea, N,N-dibutyl-N′, N′-diethylurea, or tetrabutylurea, triflic anhydride, and a dialkylamine or cyclic sec-amine in two steps. The combination of the urea and triflic anhydride first yields a bis(tetraalkylamidinio)ether bis(triflate) 10, which is then converted into a salt 12 by reaction with the amine component. The reaction sequence can also be carried out as a one-pot procedure. Eighteen of the prepared guanidinium triflates 12 constitute room-temperature ionic liquids, which were characterized for their melting point, glass transition temperature, viscosity, and refractive index. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Synthesis of Complexes (1+) (L = Primary, Secondary or Tertiary Amine). Crystal Structure of *CH2Cl2

The 1:1 reaction of (Hacac = acetylacetone) with ammonium salts X (X = CF3SO3, L = 2-nitroaniline, 4-methoxyaniline, NHPh2 or NHEt2; X = ClO4, L = NMe3) in diethyl ether gave complexes X and acetylacetone.The crystal structure of was determined; orthorhombic, space group P212121, a = 9.498(2), b = 10.322(2), c = 26.154(4) Angstroem, wR(F2) 0.091.The gold atom is linearly co-ordinated to both ligands and no intermolecular Au..Au contacts exist.

Synthesis and reactions of silanes containing two triflate groups

1,2-Bis(trifluoromethanesulfonyloxy)tetramethyldisilane (1) and dimethylsilylbis(trifluoromethanesulfonate) (2) have been prepared via displacement of phenyl, chloro, and methyl groups in the corresponding mono- and di-silanes.Phenyl groups are displaced more rapidly than chloro and methyl groups.The unreacted groups are strongly deactivated by the presence of a triflate group at the same silicon atom.The deactivation is much weaker when a triflate group is present at the adjacent silicon atom.Alcohols and amines react more rapidly with ditriflates than with monotriflates.

Amino Acids, 4 - Enantioselective Synthesis of N-Substituted α-Amino Carboxylic Acids from α-Hydroxy Carboxylic Acids

With primary and secondary amines, the (S)-α-(trifluoromethylsulfonyloxy) carboxylates (S)-3 afford in an SN2 reaction the N-substituted (R)-α-amino carboxylates (R)-5, (R)-9, and (R)-12, resp.The rates of α-substituted ethyl propionates decrease in the order of the substituents triflate (3a) >> bromide (8a) > mesylate (7a) >= tosylate (7b) > chloride (8b); in the reactions with amines, decreasing reactivity affords increasing racemisation and elimination as a consequence of the more drastic conditions which are required