60933-18-8

Basic information

• Product Name: N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE
• Synonyms: N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE;N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULPHONATE;Diethylammoniumtrifluoromethanesulfonate;Methanesulfonicacid,trifluoro-,compd.withN-ethylethanamine(1:1);trifluoro-methanesulfonicacicompd.withn-ethylethanamine(1:1);trifluoromethanesulphonic acid, compound with diethylamine (1:1);N,N-Diethylammoniumtrifluoromethanesulphonate,aqueoussolution;N,N-Diethylammonium trifluoromethanesulphonate, 60% aqueous solution
• CAS NO: 60933-18-8
• Molecular Formula: CF₃O₃S*C₄H₁₂N
• Molecular Weight: 223.21
• EINECS: 262-529-5
• Mol File: 60933-18-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 162°C at 760 mmHg
• Flash Point: 96.4°C
• Appearance: /
• Vapor Pressure: 1.14mmHg at 25°C
• CAS DataBase Reference: N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE(60933-18-8)
• EPA Substance Registry System: N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE(60933-18-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 60933-18-8(Hazardous Substances Data)

Usage

General Description

N,N-Diethylammonium trifluoromethanesulfonate is a chemical compound with the molecular formula C6H15F3NO3S. It is a salt consisting of a diethylammonium cation and a trifluoromethanesulfonate anion. N,N-DIETHYLAMMONIUM TRIFLUOROMETHANESULFONATE is often used as a phase-transfer catalyst, meaning it can facilitate the transfer of a reactant from one phase to another in a chemical reaction. It is also used as a reagent in organic synthesis and as an electrolyte for lithium batteries. N,N-Diethylammonium trifluoromethanesulfonate possesses good solubility in organic solvents and is considered to be relatively stable and safe to handle.

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

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

Relevant articles and documents

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).

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.