Butyl-3-methyl imidazolium

Figure 5.23 Ring of 48 tip-generated Fe clusters on Au(1 1 1) in l-butyl-3-methyl-imidazolium BF4 + approximately 50mM FeCl3. (Reproduced with permission from Ref. [95].)...

As reported by Griengl and coworkers, benzaldehyde, decanal, undecanal, and dodecanal were reacted with HCN in a two-phase solvent system aqueous buffer and ionic liquids 1 -ethyl-3-methylimidazolium tetrafluoroborate, 1 -methyl-3-propylimidazolium tetrafluoroborate, and l-butyl-3-methyl-imidazolium tetrafluoroborate in the presence of the HNLs from Prunus amygdalus and Hevea brasiliensis. When compared with the use of organic solvents as the nonaqueous phase, the reaction rate was significantly increased and the enantioselectivity remained good [51]. 

To introduce the Rh-centre in the supported ionic liquid, a solution of [Rh(CO)2(acac)] in acetonitrile was treated with either the ligand tri(m-sulfonyl)triphenyl phosphine trisodium salt (TPPTS) or the ligand tri(m-sulfonyl)triphenyl phosphine tris(l- butyl-3-methyl-imidazolium) salt (TPPTI) (Rh/P ratio of 1 10). The ligand TPPTI was found to dissolve in [BMIM][BF4] and... 

Interestingly, catalyst 3a showed higher racemization activities in ionic liquids such as [EMlm]BF4 and [BMlm]PF,5 ([EMlm]=l-ethyl-3-methylimidazolium, [BMlm]=l-butyl-3-methyl-imidazolium) [19]. The DKR in ionic liquids has one big... 

The cations in ionic liquids are generally bulky monovalent organics. The typical cations of ionic liquids, not including the familiar alkylammonium and alkylphosphonium ions, are shown in Fig. 2. It is primarily the cations, which account for the low melting points of ionic liquids. The dialkylimidazolium ions, such as 1-butyl-3-methyl imidazolium [BMIM], have been widely investigated because low-melting ionic liquids can be made readily from such cations and because of their thermal and chemical stability. 

An ionic liquid was fully immobilized, rather than merely supported, on the surface of silica through a multiple-step synthesis as shown in Fig. 15 (97). A ligand tri(m-sulfonyl)triphenyl phosphine tris(l-butyl-3-methyl-imidazolium) salt (tppti) was prepared so that the catalyst, formed from dicarbonylacetylacetonate rhodium and the ligand (P/Rh = 10), could be soluble in both [BMIMJBFq and [BMIM]PF6. The supported ionic liquid-catalyst systems showed nearly three times higher rate of reaction (rate constant = 65 min ) that a biphasic system for the hydroformylation of 1-hexene at 100°C and 1500 psi in a batch reactor, but the n/i selectivity was nearly constant the same for the two ( 2.4). Unfortunately, both the supported and the biphasic ionic liquid systems exhibited similar metal leaching behavior. 

PREPARATION OF 1-BUTYL-3-METHYL IMIDAZOLIUM-BASED ROOM TEMPERATURE IONIC LIQUIDS... 

According to the nature of their counter anion, ionic liquids (ILs) can dissolve a large amount of carbohydrates. In 2003, Moreau and co-workers reported the acid-catalyzed dehydration of fructose in a microbatch reactor at 80°C using l-butyl-3-methyl imidazolium tetrafluoroborate (BM1M BF4 ) (hydrophilic), and l-butyl-3-methyl imidazolium hexafluorophosphate (BMIM Fe (hydrophobic) (Scheme 10) [95]. 

Aerobic oxidation of primary alcohols to aldehydes and secondary alcohols to ketones was accomplished in ionic liquids (bmim, l-butyl-3-methyl-imidazolium cation) as RuCl2(PPh3)j/(bmim)V80°C RuClj or [RuCl Cp-cymene)] were also used... 

The imidazolium compounds l-ethyl-3-methyl-imidazolium-chloride (EMIM-Cl), l-butyl-3-methyl-imidazolium-chloride (n-BuMIM-Cl), and l-hexyl-3-methyl-imidazolium-chloride (n-HeMIM-Cl), toluene (anhydrous, 99.99%), and HCl were obtained from Sigma Aldrich whereas, l-octyl-3-methyl-imidazolium-chloride (n-OcMIM-Cl), l-Dodecyl-3-methyl-imidazolium-chloride (n-DoMIM-Cl) were... 

Domariska, U. and Marciniak, A., Liquid phase behaviour of l-butyl-3-methyl-imidazolium 2-(2-methoxyethoxy)-ethylsulfate with organic solvents and... 

Most recently, it was found that the thermal stability of geminal dicationic ILs is considerably higher than their monocationic analogs [22]. Figure 4.1 illustrates the increase in thermal stability of dicationic ILs containing the [TfjN] anion (traces D-G) compared to the monocationic l-butyl-3-methyl-imidazolium ILs containing Cl , PF, and TfjN anions. 

Anthony, J. L., Maginn, E. J., and Brennecke, J. F, Solubilities and thermodynamic properties of gases in the ionic liquid l-n-butyl-3-methyl imidazolium hexafluorophosphate, /. Phys. Chem. B, 106, 7315, 2002. 

Figure 9.5 Sammon map representing similarity of extraction ability of solvents (with respect to extraction of neutral organic compounds). The closer the points are on the map, the more similar are the corresponding solvents. Conventional solvents are designated by numbers, some representative numbers are m-xylene—35, butyl acetate—9, 1-octanol—40. The point marked BMImPF, represents l-butyl-3-methyl-imidazolium hexafluorophosphate ([C4CiIm][PF5]).

Triolo, A., Mandanici, A., Russina, O., Rodriguez-Mora, V., Cutroni, M., Hardacre, C., Nieuwenhuyzen, M., Bleif, H.-J., Keller, L., and Ramos, M. A., Thermodynamics, structure, and dynamics in room temperature ionic liquids The case of l-butyl-3-methyl Imidazolium hexafluorophosphate ([bmim][PFJ),7. Phys. Chem. B, 110,21357-21364, 2006. 

Antony, J. H., Mertens, D., Dolle, A., Wasserscheid, R, and Carper, W. R., Molecular reorientational dynamics of the neat ionic liquid l-butyl-3-methyl-imidazolium hexafluorophosphate by measurement of C nuclear magnetic relaxation data., Chem. Phys. Chem., 4, 588-594, 2003. 

Fig. 24.1 Chemical structure of common ionic liquids in biotransformation 1-butyl-3-methyl-imidazolimn tetrafluoroborate and l-butyl-3-methyl-imidazolium hexafluoroborate...

Recently, the air- and water-stable combinations of l-n-butyl-3-methyl-imidazolium chloride with sodium tetrafluoroborate or sodium hexafluoro-phosphate have been prepared. The rhodium complexes [RhCl(PPh3)3] and [Rh(COD)2](BF4) are completely soluble in these ionic liquids and catalyze the hydrogenation of cyclohexene in a typical two-phase reaction with numbers of turnovers of up to 6000 (131). 

Fig. 8.6. Liquid-liquid equilibria of alcohol-ionic liquid mixtures [105], The left side shows the LLE curves of l-butyl-3-methyl-imidazolium-PF6 mixtures with alcohols (ethanol, blue 1-propanol, red and 1-butanol, green symbols). The experimental curves (solid symbols) show a shape different from the calculated LLE curves, but the upper critical-solution temperatures (UCST) are surprisingly well met. On the right side, the trends of the UCST with a modification of the 1-alkyl-group of the anion (butyl = 4, octyl = 8) is shown. Again, the COSMO-RS predictions (open symbols, same color code as on the left) are in surprisingly good agreement with the experimental data.

BMIm]BF4 BMImCl [BMIm]PF6 CCS ecu [Choline] [Pro] 1 -butyl-3-methyl-imidazolium tetrafluoroborate 1 -butyl-3-methyl-imidazolium chloride 1 -butyl-3-methyl-imidazolium hexafluorophosphate CO2 capture and storage/sequestration CO2 capture and utilization (2-hydroxyethyl)-trimethyl-ammonium (iS )-2-pyrrolidine-carboxylic acid salt... 

The reaction does not occur obviously in three commonly used ILs l-butyl-3-methyl-imidazolium chloride ([BMIm]Cl), 1-butyl-3-methyl-imidazolium tetra-fluoroborate ([BMIm]BF4), l-butyl-3-methyl-imidazolium hexafluorophosphate ([BMIm]PF6). Only 3 % yield can be obtained in water, indicating PEG is the best solvent for the oxidation of secondary alcohols when using Co(II)/ZnO as catalyst. This is because PEG can form Co(II) complex (Co(II)L), which can activate 02 molecule and thereby promote the oxidation of organic compounds (Scheme 3.3) [26]. 

Endres et al. were able to deposit nanocrystalline aluminum from an aluminum chloride/1-butyl-3-methyl-imidazolium chloride-based ionic liquid (molar ratio 55/45 mol%) and to characterize it by using XRD and TEM [11], Figure 4.5 shows the corresponding XRD pattern. 

Potentiostat, (typically, Echochemie, Autolab PGSTAT), Schlenk tube x 2, aluminum sheet, mild steel rods, P400 sand paper, anhydrous AICI3, l-butyl-3-methyl imidazolium chloride ([BMIM]C1), toluene, acetone, dichloromethane, HC1, HNO3, H3PO4, acetic acid, isopropanol. 

Figure 2.3 TgScaled Arrhenius plot showing data for molten salts ZnCl2 and calcium potassium nitrate (CKN), with data for the calcium nitrate hydrate (CaNOs-W ) and the tetrafluoroborates of quaternary ammonium (MOMNM2E, M= methyl, E = ethyl) and 1-n-butyl-3-methyl-imidazolium (BMI) cations, and the bis-oxalatoborate (BOB) of the latter cation, in relation to other liquids of varying fragility (from Xu, Cooper, and Angell [15]).

If NaCl is replaced by the butyl-3-methyl imidazolium (BMIM) chloride IL, a 30% decrease in retention factor associated with a remarkable peak shape improvement is observed. In this case, the IL cation adsorbs on the C18 stationary phase more than Cl", thereby preventing detrimental attractive silanophilic interaction of the cationic additive. Charge-charge repulsion occurs, the retention factor is lower, and the peak shape is better. The analyte cation is largely retained by hydrophobic fast interactions. When BMIM BF4 IL replaces NaCl, both the cation and anion of the IL adsorb on the C18 surface and all the interactions cited above take place simultaneously and contradict each other. Global retention depends on the extent to which one interaction is stronger than the other [124],... 

The hydroformylation of 1-hexene by supported ionic liquid catalysis (SILC) was recently reported by researchers at ExxonMobil. In this system, the active catalyst HRh(CO)(tppti)3 (tppti = tri(m-sulfonyl)triphenyl phosphine tris(l-butyl-3-methyl-imidazolium)) is contained within the ionic liquid phase while excess tppti ligand is immobilized in the support material. TOP values of 65 min" were obtained with silc while an unsupported biphasic ionic liquid medium gave TOP values of 23 min. ... 

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