7098-07-9Relevant articles and documents
Solubility of 1-alkyl-3-ethylimidazolium-based ionic liquids in water and 1-octanol
Domanska, Urszula,Rekawek, Anna,Marciniak, Andrzej
, p. 1126 - 1132 (2008)
The liquid-liquid phase equilibria (LLE) of the following imidazolium ionic liquids (ELs), {1-ethyl-3-ethylimidazolium, or 1-butyl-3-ethylimidazolium, or 1-hexyl-3-ethylimidazolium bis{trifluoromethyl)sylfonyl}imide [EEIM][Tf 2N], or [BEIM][Tf2N], or [HEIM][Tf2N], + water or + 1-octanol), and {1-butyl-3-ethylimida-zolium hexafluorophosphate [BEEM][PF6] + water or + 1-octanol}, have been measured. The effect of anion type ([Tf2N]- compared to [PF6]-) and the effect of structural components of an ionic liquid including alkyl chain length on the cation and the ethyl substituent instead of methyl at the cation on the physical-chemical properties of the EL and on the phase behavior were studied. An upper critical solution temperature (UCST) was observed in every system. An increase in me alkyl chain length increases the mutual solubility with 1-octanol and partly with water. Ionic liquids with the ethyl substituent on the cation [HEEM][Tf2N] show higher solubility in 1-octanol in comparison wim the methyl substituent. After the synthesis, the characterization and purity of the compounds were obtained by nuclear magnetic resonance (NMR), elemental analysis, water content (Fischer mediod), and differential scanning microcalorimetry (DSC). From DSC, the melting point, enthalpy of fusion, and the temperatures of glass transition of all the investigated ionic liquids were determined. The experimental LLE data were correlated by means of the NRTL equation.
Identification of radical structures on 1-pentamethylbenzyl-3-ethylimidazoliumsilver(I)bromide and 1,3-bis(pentamethylbenzyl)-4,5-dimethylbenzimidazoliumsilver(I)bromide exposed to gamma rays: an EPR study
Ceylan, Yusuf,Usta, Keziban,Kunduracioglu, Ahmet,Usta, Ayhan,Cetinkaya, Bekir
, p. 864 - 869 (2016)
1-Pentamethylbenzyl-3-ethylimidazoliumsilver(I)bromide and 1,3-bis(pentamethylbenzyl)-4,5dimethylbenzimidazoliumsilver(I)bromide and their Ag+ complexes were synthesized and their polycrystal forms were produced by recrystallization in dichloromethane/Et2O solvent system. Structural determinations were carried out by 1H NMR and 13C NMR with a Varian 400 NMR system using tetramethylsilane as internal standard and CDCl3 as solvent. The disappearance of acidic N-heterocyclic carbene proton showed the formation of Ag(I) complexes. Also, elemental analyses were carried out. Electron paramagnetic resonance (EPR) measurements were performed to determine the formed radical structure on the samples irradiated at the room temperature for 72 h by using 60Co-source with dose rate of 0.680 kGy. The EPR measurements were carried out in the temperature range of 200 K–450 K. Identical radicals were determined on the irradiated compounds. It was observed that the shapes of the spectra of the samples were independent of the temperature but, the resonance line intensities changed linearly with the temperature. Also, it was detected that the free radical on the 1-pentamethylbenzyl-3-ethylimidazoliumsilver(I)bromide is not stable compared to that on the 1,3-bis(pentamethylbenzyl)-4,5dimethylbenzimidazoliumsilver(I)bromide. Copyright
A solventless route to 1-ethyl-3-methylimidazolium fluoride hydrofluoride, [C2mim][F]·xHF
Rijksen, Christiaan,Rogers, Robin D.
, p. 5582 - 5584 (2008)
(Chemical Equation Presented) The ionic liquid 1-ethyl-3-methylimidazolium fluoride hydrofluoride, [C2mim][F]·xHF, has been synthesized through a new, solventless route that excludes halogen metathesis. The byproducts are salts, alcohols, and carbon dioxide.
Influence of the N-N Coligand: C-C coupling instead of formation of imidazol-2-yl complexes at {Mo(η3-allyl)(CO)2} fragments. theoretical and experimental studies
Cebollada, Andrea,Viguri, Maialen Espinal,Pérez, Julio,Díaz, Jesús,López, Ramón,Riera, Lucía
, p. 2580 - 2590 (2015)
New N-methylimidazole (N-MeIm) complexes of the {Mo(η3-allyl)(CO)2(N-N)} fragment have been prepared, in which the N,N-bidentate chelate ligand is a 2-pyridylimine. The addition of a strong base to the new compounds deprotonates the central CH group of the imidazole ligand and subsequently forms the C-C coupling product that results from the nucleophilic attack to the imine C atom. This reactivity contrasts with that previously found for the analogous 2,2′-bipyridine compounds [Mo(η3-allyl)(CO)2(bipy)(N-RIm)]OTf [N-RIm = N-MeIm, N-mesitylimidazole (N-MesIm, Mes= 2,4,6-trimethylphenyl); OTf = trifluoromethanesulfonate) which afforded imidazol-2-yl complexes upon deprotonation. Density Functional Theory (DFT) computations uncover that the reactivity of the imine C atom along with its ability to delocalize electron density are responsible for the new reactivity pattern found for the kind of molybdenum complexes reported herein.
On the effects of head-group volume on the adsorption and aggregation of 1-(n-hexadecyl)-3-Cm-imidazolium bromide and chloride surfactants in aqueous solutions
Keppeler, Nicolas,Galgano, Paula D.,da Silva Santos, Soraya,Malek, Naved I.,El Seoud, Omar A.
, (2021/02/09)
The effects of the length of alkyl side chain (Cm) of ionic liquid-based surfactants (ILBSs) on their adsorption at the water/air interface, and aggregation in aqueous solutions were investigated for the series 1-(n-hexadecyl)-3-Cm-imidazolium bromides and chlorides, where Cm = C1-C4 for the bromides, and C1-C5 for the chlorides. These physicochemical properties were calculated from surface tension, conductivity, and fluorescence data. It was found that increasing the length of Cm (i.e., volume of the head group) leads to enhancement of surface activity, increase in the area per surfactant molecule at the water/air interface (Amin) and the degree of counter-ion dissociation (αmic). Our data also indicated that increasing the volume of the head group results in a decrease of the critical micelle concentration (cmc), Gibb's free energy of adsorption and micellization, and microscopic polarity of interfacial water. In order to delineate the effects of the presence of unsaturation in the HG, we included members that carry Cm = vinyl and allyl in the bromide series. The effect of these groups was found to be similar to removing a methylene group from Cm. The dependence of the solubilization of a lipophilic dye (Sudan IV) and a drug (nitrendipine) on the length of Cm was also studied.
Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst
Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui
supporting information, p. 18591 - 18598 (2021/06/28)
A general protocol for the selective hydrogenation and deuteration of a variety of alkenes is presented. Key to success for these reactions is the use of a specific nickel-graphitic shell-based core–shell-structured catalyst, which is conveniently prepared by impregnation and subsequent calcination of nickel nitrate on carbon at 450 °C under argon. Applying this nanostructured catalyst, both terminal and internal alkenes, which are of industrial and commercial importance, were selectively hydrogenated and deuterated at ambient conditions (room temperature, using 1 bar hydrogen or 1 bar deuterium), giving access to the corresponding alkanes and deuterium-labeled alkanes in good to excellent yields. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated by gram-scale reactions as well as efficient catalyst recycling experiments.
N-Alkylation of Imidazoles with Dialkyl and Alkylene Carbonates
Gabov,Khamidullina,Puzyrev,Ezhikova,Kodess,Pestov
, p. 2079 - 2086 (2021/02/09)
Abstract: The reactions of imidazoles with a series of dialkyl and alkylene carbonatesafforded the corresponding N-alkyl- andN-(hydroxyalkyl)imidazoles with highyields. The reactivity of dialkyl carbonates decreases in the series dimethyl> diethyl > dibutyl carbonate. Ethylene carbonate is a more efficientalkylating agent than trimethylene carbonate. The mechanisms of alkylation ofimidazole with dimethyl carbonate and ethylene carbonate were studied by DFTquantum chemical calculations at the B3LYP/6-311++G(d,p) level of theory.
A 2 - mercapto - 1 - alkyl imidazole of preparation method (by machine translation)
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Paragraph 0042; 0043, (2018/01/19)
The invention discloses a 2 - mercapto - 1 - alkyl imidazole synthesis method, which belongs to the technical field of organic synthesis. Imidazole and alkyl halide in the presence of an inorganic base sealing reaction the temperature of the 1 - alkyl imidazole, then dissolved in ether in the solvent, the low temperature by adding 1 - 1.1 equivalent BuLi, then adding 0.9 - 0.95 equivalent powder reflux reaction, after cooling add acetyl chloride to obtain 2 - acetyl thio - 1 - alkyl imidazole; the final 2 - acetyl thio - 1 - alkyl imidazole dissolved in alcohol solvent, adding a catalytic amount of hydrogen chloride or potassium carbonate deprotection, to obtain 2 - mercapto - 1 - alkyl imidazole. The raw material of the invention is cheap, and more friendly to the environment, the advantages of easy operation, the quality of the product in accordance with the electronic chemicals using standard. (by machine translation)
DERIVATIVES OF IMIDAZOLE AND BENZIMIDAZOLE, METHOD OF PREPARATION AND USE THEREOF
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Page/Page column 18, (2017/11/03)
The present invention provides derivatives of imidazole and benzimidazole based thiones and selones used for degrading various toxic heavy metal and salts thereof to a less toxic, stable and insoluble form. The present invention also provides the process of preparation of the said derivatives of imidazole and benzimidazole based thiones and selones and method of detoxification and degradation of various heavy metals including mercury in particular organomercurials, lead, arsenic, cadmium, copper and salts thereof using the said imidazole and benzimidazole-based thione and selone derivatives. The said derivatives have better degradation activity under physiologically and environmentally relevant conditions as well as greater acceptability in a wide range of bases.
Convenient synthesis of imidazolium based dicationic ionic liquids
Aher, Sainath Babaji,Bhagat, Pundlik Rambhau
, p. 5587 - 5596 (2016/06/01)
A series of imidazolium based Dicationic Ionic Liquids (ILs) have been prepared and characterized successfully. Derivatives are prepared keeping the alkyl chain of alkylimidazole as methyl, ethyl, and propyl groups and the linker dibromoalkane is varied as an ethyl, propyl and butyl group. The variations of anions like Br?, BF4 ? and PF6 ? impact their morphological appearance like amorphous powder to low melting white solids or a hygroscopic nature. Refluxing the alkylimidazoles and dibromoalkanes in toluene for 24?h and an easy workup procedure makes this methodology more time saving for detailed exploration of Dicationic ILs. The formation of dicationic ILs with their anions like Br?, BF4 ?, PF6 ? has been confirmed with 1H, 13C, 31P and 19F NMR spectroscopy as well as the High Resolution Mass Spectroscopy Electron Impact technique.
