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Usage

Uses

Used in Chemical Reactions and Catalysis:
1-(2-Hydroxyethyl)-3-methylimidazolium chloride is used as a solvent in chemical reactions and catalysis for its ability to dissolve a variety of compounds and facilitate reaction processes. Its unique properties, such as low volatility and high thermal stability, make it an ideal choice for these applications.
Used in Biotechnology:
In the biotechnology industry, 1-(2-hydroxyethyl)-3-methylimidazolium chloride is used as a component in various processes due to its potential to enhance the efficiency of biological systems. Its ability to dissolve a wide range of substances and its compatibility with biological molecules make it a valuable tool in this field.
Used in Pharmaceuticals:
1-(2-Hydroxyethyl)-3-methylimidazolium chloride is also studied for its potential applications in the pharmaceutical industry. Its unique properties may contribute to the development of new drug delivery systems or the improvement of existing ones, as well as its potential use in the synthesis of pharmaceutical compounds.
Overall, 1-(2-Hydroxyethyl)-3-methylimidazolium chloride is a versatile ionic liquid with a wide range of applications across various industries, including chemical reactions, catalysis, biotechnology, and pharmaceuticals, due to its unique properties and ability to dissolve a broad spectrum of substances.

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 107-07-3 2-chloro-ethanol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 1261121-13-4 3-methyl-1-(2-trimethylsilyloxy)ethylimidazolium chloride 
• 141-78-6 ethyl acetate 

Relevant academic research and scientific papers

Degradation of polycarbonate to produce bisphenol A catalyzed by imidazolium-based DESs under metal-and solvent-free conditions

Bisphenol A (BPA) is an important chemical raw material, but the traditional preparation process of BPA is costly and complicated, so it is necessary to find an efficient and environmentally friendly method for the production of BPA. Deep eutectic solvents (DESs) have attracted widespread attention due to their low cost, low toxicity, low melting point, non-volatilization, easy preparation, recyclablility and biodegradability. In this work, a series of imidazolium-based DESs were synthesized and used for the degradation of polycarbonate (PC), and BPA was obtained from the methanolysis of PC catalyzed by DESs under metal- and solvent-free conditions. It was found that imidazolium-based DES [EmimOH]Cl-2Urea showed excellent catalytic activity and reusability. Under the optimized reaction conditions (the mass ratio of DES to PC is 0.1?:?1, the molar ratio of CH3OH to PC is 5?:?1, 120 °C, reaction time 2 h), the PC conversion and BPA yield were almost 100% and 98%, respectively. Moreover, the kinetics of methanolysis catalyzed by [EmimOH]Cl-2Urea was investigated in the temperature range 100-120 °C, and the results indicated that it is a pseudo-first order reaction with an activation energy of 133.59 kJ mol-1. In addition, a possible catalytic mechanism of PC methanolysis is proposed.

Synthesis, structure and properties of imidazolium-based energetic ionic liquids

A series of imidazolium energetic ionic liquids (EILs) 2a, 3a-f, and 4a-f with a nitrooxyethyl or hydroxyethyl side chain in their cations were easily synthesized starting from N-methylimidazole via quaternization, nitration, and metathesis reactions. The EILs and intermediates were fully characterized by FT-IR, UV/Vis, ESI-MS, 1H NMR, 13C NMR, or elemental analysis. Compounds 3a, 3b, and 4b were further studied through single crystal X-ray diffraction. Solubility experiment shows that all the EILs have good solubilities in most polar solvents. The thermal properties of the EILs were investigated via differential scanning calorimetry (DSC) and thermo-gravimetric analysis (TGA). All the EILs have a very wide liquid temperature range over 100 °C. DSC data show that all the energetic compounds are typical ionic liquids with glass transition temperatures from -77 °C to -12 °C and melting temperatures below 100 °C. TGA data indicate that the new ionic liquids possess good thermal stabilities with decomposition temperatures above 165 °C, except for compounds 3d, 4c, and 4d. Generally, the introduction of a nitrooxy group lowered the melting points and decomposition temperatures, but increased the glass transition temperatures of the EILs. The energetic properties of the EILs were further estimated by Kamlet-Jacobs formula. The detonation velocities of ionic liquids 2a and 4a-f are 6.84-7.63 km s-1, which are between those of TNT and RDX. The detonation pressures of ionic liquids 2a, 3e, 4a, 4b, 4d, and 4e are better than that of TNT. Besides, energetic data show that the introduction of a nitrooxy group improved the energetic properties of the new ionic liquids.

Thermochromism, stability and thermodynamics of cobalt(ii) complexes in newly synthesized nitrate based ionic liquid and its photostability

In this work a 1-(2-hydroxyethyl)-3-methylimidazolium nitrate ionic liquid, [HO(CH2)2mim]NO3, has been synthesized in order to serve as a new thermochromic material upon addition of cobalt(ii) ions. Spectrophotometric measurements of a series of cobalt(ii) nitrate and cobalt(ii) chloride solutions in [HO(CH2)2mim]NO3 at 298.15, 308.15, 318.15, 328.15, and 338.15 K, were performed. Based on the recorded spectra, the overall stability constants and thermodynamic parameters for the cobalt(ii) associations with chloride and nitrate ions were calculated. The thermodynamic calculations suggest that thermochromism is not observed in the ionic medium due to a small entropy change during the replacement of nitrate with chloride ions in the co-ordination sphere of cobalt(ii). The absence of the molecular solvent was also the reason for the lack of thermochromism. Thus, cobalt(ii) solutions in [HO(CH2)2mim]NO3 and water mixtures were studied as a new and green medium that can be used for the auto-regulation of the light intensity and shade protection. The investigated system with water upon addition of cobalt(ii) was found to be a far more efficient and responsive thermochromic medium for all of the studied systems up until now. The structure of [HO(CH2)2mim]NO3 was confirmed by both 1H NMR and IR spectroscopy. Also, the efficiency of different advanced oxidation processes (UV-induced photolysis, UV/H2O2 photolysis, heterogeneous photocatalysis using TiO2 Degussa P25 and TiO2 with 7.24%, w/w Fe catalysts) for [HO(CH2)2mim]NO3 degradation were investigated. The reaction intermediates formed during the photo-oxidation process were identified using LC-ESI-MS/MS and 1H NMR techniques. This journal is

Solubility and diffusion of H2S and CO2 in the ionic liquid 1-(2-Hydroxyethyl)-3-methylimidazolium tetrafluoroborate

The solubilities and diffusion coefficients of hydrogen sulfide and carbon dioxide gases in the ionic liquid (IL) 1-(2-hydroxyethyl)-3-methylimidazolium tetrafluoroborate ([hemim][BF4]), at temperatures ranging from (303.15 to 353.15) K and pressures up to 1.1 MPa, were determined. The solubility data were correlated using the Krichevsky-Kasarnovsky equation, and Henry's law constants at different temperatures were obtained. From the solubility data, the partial molar thermodynamic functions of solution such as Gibbs energy, enthalpy, and entropy were calculated. The diffusion coefficients were obtained for H2S and CO2 using a semi-infinite volume approach, and a correlation equation with temperature is presented for each gas. A comparison showed that the solubility of H2S was about three times its magnitude, and its diffusion coefficient is of the same order of magnitude as that of CO2 in the IL studied in this work.

Cluster Formation through Hydrogen Bond Bridges across Chloride Anions in a Hydroxyl-Functionalized Ionic Liquid

Several recent studies of hydroxyl-functionalized ionic liquids (ILs) have shown that cation-cation interactions can be dominating these materials at the molecular level when the anion involved is weakly interacting. The hydrogen bonds between the like ions led to the formation of interesting chain-like, ring-like, or distinct dimeric (i. e. two ion pairs) supermolecular clusters. In the present work, vibrational spectroscopy (ATR-IR and Raman) and density functional theory (DFT) calculations of the hydroxyl-functionalized imidazolium ionic liquid C2OHmimCl indicate that anion-cation hydrogen bonding interactions are dominating, leading to the formation of distinct dimeric ion pair clusters. In this arrangement, the Cl? anions function as a bridge between the cations by establishing bifurcated hydrogen bonds with the OH group of one cation and the C(2)-H of another cation. Cation–cation interactions, on the other hand, do not play a significant role in the observed clusters.

Hydroxyl-functionalized ionic liquid: a novel efficient catalyst for chemical fixation of CO2 to cyclic carbonate

A series of hydroxyl-functionalized ionic liquids (HFILs) were synthesized and characterized. They showed efficient reactivity and reusability toward the coupling of epoxide and CO2 without any additional co-catalyst and organic solvent. Highest activity and selectivity were achieved in the presence of 1-(2-hydroxyl-ethyl)-3-methylimidazolium bromide (HEMIMB) in comparison with other similar catalysts investigated. The relationship between the higher catalytic reactivity and OH-functional group was proposed.

Nickel and palladium complexes of enolatefunctionalised N-heterocyclic carbenes

The reaction of chloroethyltrimethylsilylether with 1-methylimidazole furnishes an ionic liquid that undergoes methanolysis to crystalline 2-hydroxyethylimidazolium chloride (crystal structure presented). Conversion to defined hydroxyethylimidazol-2-ylidene nickel complexes failed, but was accomplished with 1-methyl-3-acetophenyl-imidazolium bromide. The bis(NHC{n-ary intersection}O-) nickel(II) chelate is formed, rather than a methallylnickel monochelate, but with nickelocene a monochelate NiCp complex was detected. The bulky 1-(2,6-diisopropylphenyl)-3-(2'-phenyl-enolato)-imidazol-2-ylidene allylpalladium chloride was obtained in pure form. Attempts to generate catalysts for ethylene oligomerization by in situ techniques have failed so far whereas P{n-ary intersection}O- ligands, comparable by the P-C diagonal relationship, provide active catalysts.

Preparation and characterization of new room temperature ionic liquids

A new series [CnOmmim][X] of imidazolium cation-based room temperature ionic liquids (RTILs), with ether and alcohol functional groups on the alkyl side-chain has been prepared. Some physical properties of these RTILs were measured, namely solubility in common solvents, viscosity and density. The solubility of LiCl, HgCl2 and LaCl3 in room temperature ionic liquids was also determined. The features of the solid-liquid phase transition were analysed, namely the glass transition temperature and the heat capacity jump associated with the transition from the non-equilibrium glass to the metastable supercooled liquid. These properties were compared with those reported for the 1-n-alkyl-3-methylimidazolium [Cnmim][X] series. While the density and solid-liquid phase transition properties are similar for both series, the new RTILs present a considerably lower viscosity and an increased ability to dissolve HgCl2 and LaCl3 (up to 16 times higher).

A new approach to N-3 functionalized 3,4-dihydropyrimidine-2(1H)-ones with 1,2,4-oxadiazole group as amide isostere via ionic liquid-phase technology

New N-3 functionalized 3,4-dihydropyrimidine-2(1H)-ones with 1,2,4-oxadiazole group as amide isostere were synthesized in six steps by ionic liquid-phase organic synthesis (IoLiPOS) methodology from ILP bound acetoacetate. The 3,4-dihydropyrimidine-2(1H)-

Synthesis and characterization of 1-(hydroxyethyl)-3-methylimidazolium sulfate and chloride ionic liquids

We have used the imidazole as a starting compound for the preparation of a new ionic liquid 1-(hydroxyethyl)-3-methylimidazolium sulfate, with a yield of 98% in the two-steps synthesis. This new ionic liquid at room temperature exhibits a greater chemical activity. For the first step, we change the previous synthetic route using 2-chloroethanol as starting material, and with 1-methylimidazole to prepare the 1-(hydroxyethyl)-3-methylimidazolium chloride [EtOHMIM+][Cl?]. In the second stage, we have exchanged the anion Cl? with HSO4 ?. The ionic liquid shows reasonably high conductivity and thermal stability up to 340?°C. Our samples are characterized by 1H NMR, 13C NMR and FT-IR. The physical characteristics of the ionic liquid, such as solvation capacity were studied using a thermo-gravimetric Analyzer (NETZSCH DSC 204 F1) in the range of 40–400?°C. The results show that the ILs may be used as polyelectrolyte for electrochemical applications.