85100-76-1

Usage

Uses

Used in Pharmaceutical Industry:
1-Methyl-3-propylimidazolium Bromide is used as a plasmodium inhibitor for its anti-plasmodium activity. This application is particularly relevant in the development of treatments for malaria, a disease caused by Plasmodium parasites. 1-METHYL-3-PROPYLIMIDAZOLIUM BROMIDE's ability to inhibit the growth and reproduction of these parasites makes it a promising candidate for further research and potential use in anti-malarial medications.

InChI:InChI=1/C7H14N2.BrH/c1-3-4-9-6-5-8(2)7-9;/h5-6H,3-4,7H2,1-2H3;1H

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 106-94-5 propyl bromide 

Downstream Products

• 1018813-43-8 [1-propyl-3-methylimidazolium][Cd(1,3,5-benzenetricarboxylate)] 
• 135011-47-1 1-n-PROPYL-3-METHYLIMIDAZOLE-2-THIONE 

Relevant academic research and scientific papers

Solute-solvent interactions of amino acids in aqueous 1-propyl-3- methylimidazolium bromide ionic liquid solutions at 298.15 K

Densities, viscosities, and refractive indices of three amino acids (glycine, L-alanine, and L-valine) in aqueous solutions of an ionic liquid, 1-propyl-3-methylimidazolium bromide, have been measured at 298.15 K. These data have been used to calculate apparent molar volumes (V φ ), viscosity B-coefficients, and molar refractions of these mixtures. The standard partial molar volumes (Vφ0) and standard partial molar volumes of transfer (Δtr Vφ0) have been determined for these amino acid solutions from these density data. The resulting values of Vφ0 and Δtr Vφ0 for transfer of amino acids from water to aqueous ionic liquid solutions have been interpreted in terms of solute + solvent interactions. These data also indicate that hydrophobic interactions predominate in L-alanine and L-valine solutions. Linear correlations were found for both Vφ0 and the viscosity B-coefficient with the number of carbon atoms in the alkyl chain of the amino acids, and have been used to estimate the contribution of the charged end groups ( NH+ 3, COO-), the CH2 group, and other alkyl chains of the amino acids. The viscosity and molar refractivity results have been used to confirm the conclusions obtained from volumetric properties.

Electron density shift in imidazolium derivatives upon complexation with cucurbit[6]uril

In this study, we have investigated the supramolecular interaction between series of l-alkyl-3-methylimidazolium guests with variable alkyl substituent lengths and cucurbit[6]uril (CB6) in the solution and the solid state. Correct interpretation of 1H NMR spectra was a key issue for determining the binding modes of the complexes in solution. Unusual chemical shifts of some protons in the 1H NMR spectra were explained by the polarization of the imidazolium aromatic ring upon the complexation with the host. The formation of 1:1 complex between 1 -ethyl-3-methylimidazolium and CB6 is in disagreement with previously reported findings describing an inclusion of two guest molecules in the CB6 cavity.

Extraction of cesium ions from aqueous solutions using calix[4]arene-bis(tert.octylbenzo-crown-6) in ionic liquids

Solvent extraction of cesium ions from aqueous solution to hydrophobic ionic liquids without the introduction of an organophilic anion in the aqueous phase was demonstrated using calix[4]arene-bis(tert-octylbenzo-crown-6) (BOBCalixC6) as an extractant. The selectivity of this extraction process toward cesium ions and the use of a sacrificial cation exchanger (NaBPh 4) to control loss of imidazolium cation to the aqueous solutions by ion exchange have been investigated.

Comparative study between 1-Propyl-3-methylimidazolium bromide and trimethylene bis-methylimidazolium bromide ionic liquids by FTIR/ATR and FT-RAMAN spectroscopies

In this study, we synthesized two ionic liquids based on imidazolium: one is a monocationic and the other is a dicationic. They are respectively 1-Propyl-3-methylimidazolium bromide ([PrMIM+][Br?]) and trimethylene bis-methylimidazolium bromide ([M(CH2)3IM2+][2Br?]). The structures of these two ionic liquids which are composed of ions with atoms of the same nature were first identified by 1H,13C NMR, and then compared in a study by FT-RAMAN and FTIR/ATR spectroscopies. FT-RAMAN spectras of the dicationic ionic liquid are richer in modes in the different spectral regions. Hence this richness seems to be a consequence of the passage from one to two rings in the imidazolium cation. In particular, the vibrational modes in the spectral ranges 700–600?cm?1, 1700–1500?cm?1 and 3200–2700?cm?1 by FTIR/ATR seem to be sensitive to the change from mono to dicationic than in FT-RAMAN. The spectral range in which the intermolecular interactions are present (200-50?cm?1) is a marker of differentiation between the mono and the dicationic. The spectral ranges on 1700–1200?cm?1 and 3200–2700?cm?1 also show signs of upheaval between our two samples. We can also notice that there are much more active modes in FT-RAMAN spectroscopy than in FTIR/ATR spectroscopy.

Thermodynamic properties of 1-alkyl-3-methylimidazolium bromide ionic liquids

Heat capacities and enthalpies of phase transitions for a series of 1-alkyl-3-methylimidazolium bromide ionic liquids have been measured by adiabatic calorimetry. Thermodynamic properties of the compounds were calculated in the temperature range of (5 to 370) K. Water was found to have an additive contribution to the heat capacities of [C4mim]Br in the liquid state above Tfus and in the solid state below 160 K at w(H2O) ≤ 5 · 10-3.

Synthesis and surface functionalization of multi-walled carbon nanotubes with imidazolium and pyridinium-based ionic liquids: Thermal stability, dispersibility and hydrophobicity characteristics

Functionalized multi-walled carbon nanotubes (MWCNTs) were synthesized by simple chemical method, and dispersed using imidazolium and pyridinium-based ionic liquids (ILs). The as-synthesized ILs-MWCNT composites were studied using FTIR spectroscopy, scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDS), thermogravimetric analysis (TGA), and solubility in different polar and non-polar solvents. Spectroscopic and microscopy analyses confirmed the formation of the ILs-MWCNT composites with new functionalities. Spectra studies showed graphitic and carboxylic groups in the pure MWCNTs. MWCNT SEM images showed entangled bundles, while ILs-MWCNTs showed debundled composites with increased diameter and unaltered MWCNTs morphology. TGA indicates that the MWCNTs are thermally stable which could be ascribed to van der Waals and non-covalent interactions within the composites matrices. Solubility studies indicate the ILs-MWCNT composites are hydrophobic, insoluble in water and other polar solvents.

Watching microwave-promoted chemistry: reaction monitoring using a digital camera interfaced with a scientific microwave apparatus

By interfacing a digital camera with a scientific microwave unit it is possible to monitor macroscopic effects as reactions proceed, including color and viscosity changes, evolution of gases, metal-mediated couplings, and arcing.

Binding studies on CB[6] with a series of 1-Alkyl-3-methylimidazolium ionic liquids in an aqueous system

The host-guest chemistry between a series of 1-alkyl-3-methyl-imidazolium bromide ([Cnmim]Br) guests and the macrocyclic host molecule cucurbit[6]uril (CB[6]) in an aqueous system is systematically studied in neutral aqueous media. Both 1D and 2D NMR experiments in conjunction with isothermal titration calorimetry (ITC) unveil the binding characteristics of the host-guest interaction. Solution binding constants (Ka) up to 105m-1 are measured directly. Additionally, this [C nmim]Br-CB[6] interaction was found to significantly increase the solubility of CB[6] in neutral water, in some cases by at least four orders of magnitude. From these studies, a detailed host-guest binding model has been constructed and is fully discussed. In this model, the delocalized positive charge on the imidazolium ring becomes partially localized on either one of the nitrogen atoms upon complexation with CB[6]. Localization of the positive charge is directly related to the length of the "1-alkyl" chain on the imidazolium ring, which causes an induced local dipole subsequently allowing for an ion-dipole interaction with the carbonyl portal of CB[6].

Transition-metal-catalyzed reactions involving imidazolium salt/N-heterocyclic carbene couples as substrates

Reactive Couples: Imidazolium salts react with alkenes under mild conditions in the presence of a Ni0-based catalyst to produce 2-alkyl imidazolium salts (see scheme, cod = 1,5-cyclooctadiene). The mechanism involves oxidative addition of an im

Properties of Bromine Fused Salts Based on Quaternary Ammonium Molecules and Their Relevance for Use in a Hydrogen Bromine Redox Flow Battery

Bromine complexing agents (BCA) in aqueous electrolytes for hydrogen bromine flow batteries are used to reduce bromine‘s vapour pressure, while an insoluble and liquid fused salt is formed. The properties (concentrations, composition, conductivity and viscosity) of this fused salt are investigated in this study systematically ex situ by using 7 BCAs at different state of charge in HBr/Br2/H2O electrolytes with a theoretical capacity of 179.6 Ah L?1. Bromine is stored in the fused salt at concentrations up to 13.6 M, reaching theoretical volumetrical capacities up to 730 Ah L?1 in fused salts. The fused salt consists of a pure, bromine- and water-free ionic liquid of organic [BCA]+ cations and polybromides, and its conductivity bases on a hopping mechanism among the polybromides. Alkyl side chain length of the BCAs and distribution of polybromides influence strongly the conductivity and viscosity of the fused salts. 1-ethylpyridin-1-iumbromide results to be favoured BCA for application.