646-58-2

Basic information

• Product Name: trifluoromethanesulphonic acid, compound with triethylamine (1:1)
• Synonyms: Methanesulfonic acid, 1,1,1-trifluoro-, ompd. with N,N-diethylethanamine (1:1); Triethylamine salt of trifluoromethanesulfonic acid; Methanesulfonic acid, trifluoro-, compd. with N,N-diethylethanamine (1:1); Trifluoromethanesulphonic acid, compound with triethylamine (1:1); trifluoromethanesulfonic acid - N,N-diethylethanamine (1:1)
• CAS NO: 646-58-2
• Molecular Formula: CF₃O₃S*C₆H₁₆N
• Molecular Weight: 251.267
• EINECS: 211-475-0
• Mol File: 646-58-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 162°C at 760 mmHg
• Flash Point: 109.5°C
• Vapor Pressure: 1.14mmHg at 25°C
• CAS DataBase Reference: trifluoromethanesulphonic acid, compound with triethylamine (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: trifluoromethanesulphonic acid, compound with triethylamine (1:1)(646-58-2)
• EPA Substance Registry System: trifluoromethanesulphonic acid, compound with triethylamine (1:1)(646-58-2)

Safety Data

• Hazardous Substances Data: 646-58-2(Hazardous Substances Data)

Usage

General Description

Trifluoromethanesulphonic acid, compound with triethylamine (1:1) is a chemical compound composed of equal parts of trifluoromethanesulphonic acid and triethylamine. Trifluoromethanesulphonic acid is a strong acid that is widely used as a catalyst and reagent in organic synthesis. Triethylamine, on the other hand, is a strong base commonly used in organic reactions. When combined in a 1:1 ratio, these two chemicals form a stable compound that is often used as a reagent in various chemical processes. trifluoromethanesulphonic acid, compound with triethylamine (1:1) is particularly useful as a dehydrating agent and as a catalyst in the formation of carbon-carbon and carbon-heteroatom bonds.

Upstream product

• 3582-05-6 trifluoromethyl trifluoromethanesulfonate 
• 121-44-8 triethylamine 
• 135580-48-2 ((CH₃)3C)2CH₃SiGe(C₆H₅)3 
• 108-21-4 Isopropyl acetate 
• 1493-13-6 trifluorormethanesulfonic acid 
• 135580-49-3 (C₆H₅)2{(CH₃)3C}SiGe(C₆H₅)3 
• 124-40-3 dimethyl amine 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 2393-23-9 4-methoxy-benzylamine 
• 617-89-0 furan-2-ylmethanamine 
• 618-36-0 rac-methylbenzylamine 
• 2706-56-1 2-(aminoethyl)pyridine 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 104-86-9 4-chlorobenzylamine 

Downstream Products

• 1333-74-0 hydrogen 
• 536-74-3 phenylacetylene 
• 820969-05-9 [Ph2B(CH2PPh2)2]Pd(N,C:η2-NEt2CHCH3) 

Relevant articles and documents

Weakly polar aprotic ionic liquids acting as strong dissociating solvent: A typical ionic liquid effect revealed by accurate measurement of absolute pKa of ylide precursor salts

Absolute pKas of selected salts with different counter-anions were measured with high precision in four aprotic ionic liquids (AILs), which enables a detailed examination of solvation effect of ILs on salts. Interestingly, the counter-anions of the ylide precursor salts, protic amine, and phenol salts of this study, though differing dramatically in size and electron dispersion, were found to have no effect on the respective pKas of the substrates. This indicates that the ionic species generated upon acidic dissociation of the salts in weakly polar AILs of low dielectric constant (?: 10-15) are not ion-paired, or in other words, behave like free ions as if in strongly dissociating molecular solvents of high polarity (e.g., DMSO). This suggests that the widely assumed ionpairing phenomenon, an issue of much debate, is not important in the AILs under our experimental conditions, presenting a typical ionic-liquid effect on the solvation of charged species in AILs.

Triethylammonium-based protic ionic liquids with sulfonic acids: Phase behavior and electrochemistry

Six triethylammonium-based protic ionic liquids (PILs) and two molten salts were synthesized via a proton transfer reaction from sulfonic acid to triethylamine (TEA). The PILs were characterized by 1H NMR, 13C NMR, 1H/15N NMR and FT-IR spectroscopic methods. The phase behavior of the PILs was studied using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The temperature dependences of the PILs electrical conductivity, viscosity, and electrochemical stability window (ECW) were studied. The highest electrical conductivity and ECW values are registered in triethylammonium triflate. The thermal and electrochemical characteristics of the salts obtained in this work have been analyzed in comparison with the literature data by the properties of triethylammonium-based salts with sulfonic acids.

Ionic liquid enhanced alkylation of iso-butane and 1-butene

The alkylation of iso-butane with 1-butene was catalyzed by triflic acid (TFOH) coupled with a series of protic ammonium-based ionic liquids (AMILs), and the addition of the AMILs dramatically enhanced the efficiency of TFOH for the alkylation reaction. Up to 85.1% trimethylpentanes (TMP) selectivity and 98 research octane number (RON) were achieved with the optimized TFOH/AMIL catalyst (75 vol.% triflic acid and 25 vol.% triethylammonium hydrogen sulfate), which were much better than that with the commercial H2SO4 catalyst (65% TMP selectivity, 97 RON) and pure triflic acid. The addition of AMILs increased the I/O ratio dissolved in the catalyst system and adjusted the acidity of the TFOH/AMILs catalyst system, which were highly beneficial to the alkylation reaction and resulted in high TMP selectivity and high RON.