402846-78-0

Usage

Uses

Used in Research Chemicals:
1-Butyl-2,3-dimethylimidazolium tetrafluoroborate is used as a research chemical for various scientific investigations and experiments. It is particularly valuable in the field of chemistry due to its unique properties and potential applications.
Used in Analytical Chemistry:
1-Butyl-2,3-dimethylimidazolium tetrafluoroborate is used as a component of graphene nanoribbon and cobalt phthalocyanine-based nanocomposites modified electrode. This application is specifically for the determination of pesticide fenobucarb in vegetables, providing a more efficient and accurate method for detecting harmful substances in the food supply.
Used in Nanotechnology:
In the field of nanotechnology, 1-butyl-2,3-dimethylimidazolium tetrafluoroborate is used in the development of nanocomposites, which are materials with unique properties due to their nanoscale structure. These nanocomposites have potential applications in various industries, including electronics, energy storage, and environmental protection.

InChI:InChI=1/C9H17N2.BF4/c1-4-5-6-11-8-7-10(3)9(11)2;2-1(3,4)5/h7-8H,4-6H2,1-3H3;/q+1;-1

Upstream product

• 1739-84-0 1,2-dimethyl-1H-imidazole 
• 109-65-9 1-bromo-butane 
• 98892-75-2 3-butyl-1,2-dimethylimidazolium chloride 
• 13755-29-8 sodium tetrafluoroborate 
• 2366-52-1 1-fluorobutane 

Downstream Products

• 103-71-9 phenyl isocyanate 
• 100-61-8 N-methylaniline 

Relevant academic research and scientific papers

Correlating ionic liquid solvent effects with solvent parameters for a reaction that proceeds through a xanthylium intermediate

A unimolecular nucleophilic substitution reaction that proceeds through a xanthylium carbocation was studied in seven ionic liquid solvents. It was found that the general trend in the rate constant with changing proportion of ionic liquid in the reaction mixture was different to that seen for other unimolecular processes, with the rate constant increasing as more ionic liquid was added to the reaction mixture. A significant correlation was found between the natural logarithm of the rate constant and a combination of the Kamlet-Taft solvent parameters. This relationship indicated that the principal interaction involved hydrogen bonding between the ionic liquid and some species along the reaction coordinate. Further, this correlation enables prediction of the effects that other ionic liquids will have on this, and other, reactions that proceed through a similar intermediate.

Influence of C2-Methylation of Imidazolium Based Ionic Liquids on Photoinduced Spin Dynamics of the Dissolved ZnTPP Studied by Time-Resolved EPR

Unusual physical properties of ionic liquids (ILs) can be implemented in many different applications and are very sensitive to the structure of IL. In this work we investigate the spin dynamics of probe molecule Zn tetraphenylporphyrin (ZnTPP) dissolved in a series of ILs using time-resolved electron paramagnetic resonance (TR EPR). We compare the TR EPR characteristics in C2-methylated imidazolium-based ILs [bmmim]BF4 and [bmmim]PF6 and in their C2-protonated analogs [bmim]BF4 and [bmim]PF6 to assess the influence of C2-methylation. The corresponding TR EPR signatures are drastically different in the two types of ILs. The analysis of experimental data allows assumptions that the ZnTPP molecule is distorted in C2-methylated ILs, contrary to other organic media and C2-protonated analogs. The mobility of ZnTPP in C2-methylated ILs is smaller compared to that in C2-protonated analogs, implying different microenvironment formed around dissolved ZnTPP.

Exploring physicochemical aspects of N-alkylimidazolium based ionic liquids

Physicochemical aspects (structural, thermodynamic and transport) of 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), 1-butyl-2,3-dimethylimidazolium tetrafluoroborate ([BDMIM][BF4]) and 1-butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]) room temperature ionic liquids (RTILs) are reported. The results based on temperature dependence of surface tension, conductivity, photoluminescence and spectroscopic measurements on RTILs and their mixtures with acetonitrile (ACN) as cosolvent are interpreted in-terms of structure-composition-property relations. The presented observations clearly indicate that a highly structured and organized arrangement of constituents prevails in the investigated RTILs, which is sensitive to temperature variations and cosolvent addition. Thermodynamic and structural parameters estimated from temperature dependency of interfacial tension demonstrate that surface characteristics are dominated by covalent interactions in imidazolium based RTILs. From composition dependence of measured parameters in RTIL-cosolvent mixtures it is shown that ACN mixes nonideally with RTIL, and interestingly the investigated RTILs retain their inherent structural order up to high dilution limits (0.3 volume fraction of RTIL), beyond which these behave as associated electrolytes. The presented findings seem useful for arriving at molecular basis of physicochemical aspects and future applications of RTILs and their binary mixtures especially with cosolvents for biphasic catalysis and heterogeneous electron transfer reactions, wherein temperature elevation and cosolvent addition are currently advocated as operationally simple means to speed up the mass transport.

A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids

A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.

A general halide-to-anion switch for imidazolium-based ionic liquids and oligocationic systems using anion exchange resins (A- form)

Further studies on the application of an AER (A- form) method broadened the anion exchange scope of representative ionic liquids and bis(imidazolium) systems. Depending on the hydrophobicity nature of the targeted imidazolium species and counte

Effects of methylation at the 2 position of the cation ring on phase behaviors and conformational structures of imidazolium-based ionic liquids

The proton at the 2 position of the cation ring in imidazolium-based ionic liquids (ILs) strongly interacts with anions; therefore, the methylation at this position (C(2) methylation) causes significant changes in the physicochemical properties of these liquids. We investigated the C(2) methylation effects on the phase behaviors and cation conformations of ILs by calorimetric and Raman spectroscopic measurements, focusing on the pairs of 1-butyl-3-methylimidazolium salt ([C4mim]X) and 1-butyl-2,3-dimethylimidazolium salt ([C 4C1mim]X), where X- is Cl-, Br -, I-, BF4-, and PF6 -. The melting and freezing points of all pairs increased after the C(2) methylation, as reported previously, and the reason for the increase was the overcompensation of the ??Strans decrease for the ??Htrans decrease. The C(2) methylation also affected the phase behaviors of the ILs. With Raman spectroscopic measurements, all cation conformations in crystalline phases were assigned to trans-trans (TT), gauche-trans (GT), or gauchea?2-trans (Ga?2T) conformers of the butyl group. Except in [C4C1mim]BF4, all crystal-crystal phase transitions of the present samples occurred accompanied by conformational changes among TT, GT, and Ga?2T. For the gas states of [C4mim]+ and [C4C1mim]+, DFT calculations showed that there were hardly any differences in the structures of the butyl group for each set of paired conformers or in the energetic orders among the conformers. On the other hand, the conformer adopted in the crystalline phase differed between [C4mim]X and [C4C 1mim]X. In addition, the population of the conformers in the liquid state also differed in each pair. The data from higher frequency Raman spectra suggested that the difference in cation conformation in each pair, for the crystalline and liquid states, was due to the shift in the position of the anion relative to that of the cation. By C(2) methylation, the relative distance between the anion and cation decreased for Cl-, Br-, and I- salts, but it increased for BF4- and PF 6- salts. ? 2010 American Chemical Society.

METHOD FOR THE PRODUCTION OF ONIUM SALTS WITH TETRAFLUOROBORATE ANION HAVING A REDUCED HALIDE CONTENT

The invention relates to a method for producing onium salts with tetrafluoroborate anion by reacting an onium halide with an oxonium tetrafluoroborate, sulfonium tetrafluoroborate, or triphenylcarbonium tetrafluoroborate.

Indirect catalytic epoxidation with hydrogen peroxide electrogenerated in ionic liquids

Hydrogen peroxide was generated in room temperature ionic liquids by electrolysis, which was then used for the epoxidation of lipophilic alkenes under a carbon dioxide-saturated environment and in the presence of catalytic amount of manganese salt. 13C NMR showed that the active peroxymonocarbonate (HCO4-) was generated from the mixture of H2O2, CO2, and water in the ionic liquids. Most lipophilic alkenes were selectively epoxidized within 4-5 h. The ionic liquids can be recovered and reused without any deterioration in the performance.

Synthesis, Crystal Structures and Electrical Conductivities of the Ionic Liquid Compounds Butyldimethylimidazolium Tetrafluroborate, Hexafluorphosphate and Hexafluroantimonate

The crystal structures of three very low-melting ionic liquid (IL) salts containing the 1-butyl-2,3-dimethylimidazolium cation and the fluoro anions BF4-, PF6- and SbF6- are reported. These are considered model compounds for ambient temperature ionic liquids, which are currently being explored as solvents for various types of synthetic reactions. All three compounds adopt significantly different structures in the solid state, highlighting the influence of counterion size in a series comprising a common cation. The crystal structures are discussed with respect to the possible existence of polar and non-polar domains, which are considered to be involved with the solvation of polar and non-polar substrates. The melting points of all three compounds are within the range 40-45 deg C. A comparative measurement of conductivities of the molten salts in the vicinity of 20-50 deg C has been made, including the new IL 1-allyl-2,3-dimethylimidazolium tetrafluoroborate and the widely applied 1-butyl-3-methylimidazolium tetrafluoroborate (BMIMBF4).

Solvent-solute interactions in ionic liquids

A range of ionic liquids was studied utilizing the Kamlet-Taft parameters hydrogen bond acidity (α), hydrogen bond basicity (β), and dipolarity/polarizability effects (π*). Some of the ionic liquids studied were methanol, acetonitrile, acetone, dichloromethane, toluene, hexane, and water. π* was high for all the ionic liquids investigated and varied with both anion and cation. α was generally moderate and depended chiefly on the cation. β was also moderate and depended mainly on the anion. Comparison was made with other polarity measurements in ionic liquids.