174899-83-3

Basic information

• Product Name: 1-BUTYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOR
• Synonyms: BMIIm, BMIM TFSI;1-Butyl-3-methylimidazolium Bis(trifluoromethanesulfonyl);1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide;Basionics(R) HP 02;BMIM TFSI;1-Butyl-3-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide;1-Butyl-3-MethyliMidazoliuM bis(trifluoroMethylsulfonyl)iMide BASF quality, >=98%;Basionics? HP 02
• CAS NO: 174899-83-3
• Molecular Formula: C₂F₆NO₄S₂*C₈H₁₅N₂
• Molecular Weight: 419.366
• Product Categories: Chemical Synthesis;Imidazolium;Ionic Liquids;Specialty Synthesis
• Mol File: 174899-83-3.mol

Chemical Properties

• Melting Point: 1℃
• Flash Point: >200 ºC
• Appearance: /
• Density: 1.44 g/cm3
• Refractive Index: n20/D 1.428
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water
• CAS DataBase Reference: 1-BUTYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOR(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BUTYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOR(174899-83-3)
• EPA Substance Registry System: 1-BUTYL-3-METHYLIMIDAZOLIUM BIS(TRIFLUOR(174899-83-3)

Safety Data

• Hazard Codes: T,N
• Statements: 36/37/38-51/53-48/22-34-24/25
• Safety Statements: 26-36-61-45-36/37/39
• RIDADR: UN 2922
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 174899-83-3(Hazardous Substances Data)

Usage

Conductivity

3.41 mS/cm

Uses

Different sources of media describe the Uses of 174899-83-3 differently. You can refer to the following data:
1. Ionic liquids (ILs) are molten salts with melting points lower than 100 °C. They usually consist of pair of organic cation and anion. ILs exhibit unique properties such as non-volatility, high thermal stability, and high ionic conductivity and find applications as electrolytes in lithium/sodium ion batteries and dye-sensitized solar cells. They are also used as media for synthesis of conducting polymers and intercalation electrode materials.
2. Solarpur? electrolyte components for DSSC applications meet the highest purity standards regarding water and other impurities required for this technology.
3. 1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide is a hydrophobic ionic liquid that can enhance the activity of N,N,N′,N′-tetra(n-octyl)diglycolamide (TODGA) extractant in the extraction of uranium(VI) from an aqueous nitric acid media.

General Description

1-Butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide is a room temperature ionic liquid (RTIL). The solubility of alkane gases are less than the alkene gas in this IL. Its ability to solubilize CO2 is more when compared to 1-butyl-3-methylimidazolium dicyanamide.

InChI:InChI=1/C8H15N2.C2F6NO4S2/c1-3-4-5-10-7-6-9(2)8-10;3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h6-8H,3-5H2,1-2H3;/q+1;-1

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 109-65-9 1-bromo-butane 
• 90076-65-6 bis(trifluoromethane)sulfonimide lithium 
• 79917-90-1 1-butyl-3-methylimidazolium chloride 
• 4316-42-1 1-Butylimidazole 
• 82113-65-3 bis(trifluoromethanesulfonyl)amide 
• 149-73-5 trimethyl orthoformate 
• 916850-37-8 1-butyl-3-methyl-1H-imidazol-3-ium methylcarbonate 
• 65039-05-6 1-methyl-3-(n-butyl)imidazolium iodide 
• 109-69-3 n-Butyl chloride 
• 77-78-1 dimethyl sulfate 
• 342789-81-5 1-n-butyl-3-methylimidazolium methanesulfonate 
• 85100-77-2 1-n-butyl-3-methylimidazolim bromide 

Downstream Products

• 462-06-6 fluorobenzene 
• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 37595-75-8 C₈H₄F₆N₂O₆S₂ 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 52331-18-7 1,1,1-trifluoro-N-(4-methoxyphenyl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide 
• 701-30-4 1-tert-butyl-4-fluorobenzene 
• 121287-02-3 N-(4-tert-butylphenyl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide 
• 392-69-8 1-fluoro-2,4,6-trimethylbenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 2558-17-0 7-fluoro-2-phenyl-4H-chromen-4-one 

Relevant articles and documents

Understanding the behavior of mixtures of protic-aprotic and protic-protic ionic liquids: Conductivity, viscosity, diffusion coefficient and ionicity

We have investigated the physicochemical properties such as electrical conductivity, viscosity and diffusion coefficient for the binary mixtures of protic ionic liquids with aprotic ionic liquids and of protic with protic ionic liquids at 298.15 K. A significant enhancement in the electrical conductivity is observed for the binary mixtures of ionic liquids, as compared to those of the constituent pure ionic liquids and varied with the composition of the mixtures. The viscosity of binary mixtures of protic with aprotic ionic liquids, 1?butyl?3?methylimidazoliumbis(trifluoromethylsulfonyl)imide [bmIm][NTf2], 1?butyl?1?methylpyrrolidiumbis(trifluoromethylsulfonyl)imide [bmPyrr][NTf2] and 1,3-dimethylimidazolium methyl sulfate, [mmIm][CH3SO4] decreases with an increase in the composition of the [HmIm][CH3COO]. On the contrary, the viscosity for binary mixtures of protic with protic ionic liquid, 1?methylpyrrolidium acetate [HmPyrr][CH3COO] and 4?methylmorpholine acetate [HmMorph][CH3COO] increases upon the addition of 1?methylimidazolium acetate [HmIm][CH3COO]. The self diffusion coefficients were determined for all the binary mixtures of ionic liquids by using Pulsed Gradient Spin Echo (PGSE) NMR method. Self diffusion coefficients of [bmIm][NTf2]-[HmIm][CH3COO], [bmPyrr][NTf2]-[HmIm][CH3COO], [mmIm][CH3SO4]-[HmIm][CH3COO] are enhanced, while those of [HmPyrr][CH3COO]-[HmIm][CH3COO] and [HmMorph][CH3COO]-[HmIm][CH3COO] decreases on addition of [HmIm][CH3COO]. This is converse in the case of viscosity. Furthermore, the above correlations were interpreted with the help of NMR spectroscopy on the basis of interactions of ions in the binary mixtures of ionic liquids. Finally, we have quantified the ionicity through the Nernst–Einstein equation and have confirmed the validity of the Walden rule for the binary mixture of ionic liquids.

Transition-state effects of ionic liquids in substitution reactions of PtII complexes

When normal is a surprise: Studies of a ligand-substitution reaction of a PtII complex (see picture; apa: 2,6-bis(aminomethyl) pyridine) in water, methanol, and the ionic liquid 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide reveal that the ionic liquid behaves normally , that is, as any other solvent. In the ionic liquid, changes in the polarity of the transition state only play a minor role. (Chemical Equation Presented)

First observation for dynamic solvent effect in ionic liquids

We observed pressure effects on the rate of thermal fading of colored chromene 1 photochemically generated from 2 in ionic liquids. The reaction rates were retarded with increasing pressure in [C4-mim][CS], [bzl-mim][Tf2N], and [mnp-mim][Tf2N], whereas the reaction rate increased with pressures in [C4- mim][Tf2N]. These pressure-induced retardations, so-called dynamic solvent effects, result from the slow thermal fluctuations of solvents.

The effects of an ionic liquid on unimolecular substitution processes: The importance of the extent of transition state solvation

The reaction of bromodiphenylmethane and 3-chloropyridine, which proceeds concurrently through both unimolecular and bimolecular mechanisms, was examined in mixtures of acetonitrile and an ionic liquid. As predicted, the bimolecular rate constant (k2) gradually increased as the amount of ionic liquid in the reaction mixture increased, as a result of a minor enthalpic cost offset by a more significant entropic benefit. Addition of an ionic liquid had a substantial effect on the unimolecular rate constant (k1) of the reaction, with at least a 5-fold rate enhancement relative to acetonitrile, which was found to be due to a significant decrease in the enthalpy of activation, partially offset by the associated decrease in the entropy of activation. This is in contrast to the effects seen previously for aliphatic carbocation formation, where the entropic cost dominated reaction outcome. This change is attributed to a lessened ionic liquid-transition state interaction, as the incipient charges in the transition state were delocalized across the neighbouring π systems. By varying the mole fraction of ionic liquid in the reaction mixture the ratio between k1and k2could be altered, highlighting the potential to use ionic liquids to control which pathway a reaction proceeds through.

Extraction of uranium from aqueous solutions by using ionic liquid and supercritical carbon dioxide in conjunction

Uranyl ions [UO2]2+ in aqueous nitric acid can be extracted into supercritical CO2 (sc-CO2) by using an imidazolium-based ionic liquid with tri-n-butyl phosphate (TBP) as a complex-ing agent. The transfer of ura

Europium-based ionic liquids as luminescent soft materials

Low melting, highly luminescent: [C3mim] [Eu(Tf 2N)4] (1), [C4mim][Eu(Tf2N) 4], and [C4mpyr]2[Eu(Tf2N) 5] are the first lanthanide ionic liquids that do not need stabilization of the liquid state by neutral coligands. They show excellent photophysical properties, such as long lifetimes of luminescence at large EuIII concentration, small line width, and high color purity (see emission spectrum of 1 and photograph of a sample under UV light).

Synthesis of CoPt nanorods in ionic liquids

Cobalt platinum nanorods, hyperbranched nanorods, and nanoparticles were synthesized in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [BMIM][Tf2N], ionic liquid though the thermal reduction of platinum acetylacetonate, and coba

Binary Mixtures of Aprotic and Protic Ionic Liquids Demonstrate Synergistic Polarity Effect: An Unusual Observation

In this communication, we demonstrate the solute–solvent and solvent–solvent interactions in the binary mixtures of two aprotic ionic liquids, namely 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide and 1-butyl-1-methylpyrrolidinium bis(trifl

Evaluation of ionic liquids as electrolytes for vanadium redox flow batteries

Non-aqueous redox flow batteries (NARFBs) are promising electrochemical energy storage devices due to their wide electrochemical potential windows, generally >2 V of organic solvents. This study aims to investigate the suitability of ionic liquids (ILs) as electrolytes for NARFBs containing a vanadium metal complex. The electrochemistry of a single-component NARFBs employing vanadium (III) acetylacetonate (V(acac)3) was studied in 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [C4mim][NTF2], and 1-butyl-1-methylpyrrolidinium bis(trifluoromethanesulfonyl)imide, [C4mpyr][NTF2], electrolytes. The electrochemical kinetics of the anodic and cathodic reactions was measured using cyclic voltammetry. The VII/VIII and VIII/VIV couples were quasi-reversible and together yielded a cell potential of 2.2 V in both ILs. Charge/discharge characteristics show that a coulombic efficiency for cycles 1–50 ranged from 88 to 92% using a V(acac)3/[C4mpyr][NTF2] cell.

Notes on the asymmetric hydrogenation of methyl acetoacetate in neoteric solvents

Asymmetric hydrogenation of methyl acetoacetate to methyl (R)-3-hydroxybutyrate by [(R)- RuCl(binap)( p-cymen)]Cl has been studied in methanol-ionic liquid and methanol- dense CO2 solvent systems. The ionic pairs triethylhexylammonium and 1-methylimidazolium with bis(trifluoromethane sulfonyl) imide and hexafluorophosphates were used. The role of ionic pairs on the kinetic parameters and (enantio)selectivity has been demonstrated. Although the CO2 expanded methanol system suffered from a reduction in both reaction rate and product selectivity, this changed in the presence of water. The high selectivity of the optimized methanol-CO 2-water-halide system was designed as a consequence of observed additive effects.