35935-34-3Relevant articles and documents
Upon the Structure of Room Temperature Halogenoaluminate Ionic Liquids
Abdul-Sada, Ala'a K.,Greenway, Anthony M.,Hitchcock, Peter B.,Mohammed, Thamer J.,Seddon, Kenneth R.,Zora, Jalal A.
, p. 1753 - 1754 (1986)
The X-ray structure of a monoclinic crystal of 1-methyl-3-ethylimidazolium iodide, I, reveals the presence of discrete hydrogen-bonded ion-pairs I(1-)> = 0.293 nm>: the structural implications of the presence of hydrogen-bonding in ionic liquids based upon X-AlX3 (X = Cl or Br) mixtures are discussed.
Kinetics of the synthesis of 1-alkyl-3-methylimidazolium ionic liquids in dilute and concentrated solutions
Firaha, Dzmitry S.,Paulechka, Yauheni U.
, p. 771 - 779 (2013)
The kinetics of the reactions of 1-methylimidazole with iodoethane, 1-iodobutane, 1-bromobutane, 1-bromohexane, 1-bromooctane resulting in the formation of corresponding 1-alkyl-3-methylimidazolium halide ionic liquids in acetonitrile and cyclopentanone solutions has been studied in a wide range of concentrations and degrees of conversion. The studied reactions were found to follow the SN2 rate law in the dilute solutions. The significant deviations from the simple SN2 rate law observed at higher concentrations of the reactants were assigned to the concentration dependence of activity coefficients for the reactants and the transition states. The experimental data were processed with the conductor-like screening model-segment activity coefficient (COSMO-SAC) model and the Scatchard-Hildebrand equation. The latter was found to provide somewhat better description of the experimental results; however, the former has a wider predictive ability. The Arrhenius activation energies and the activation enthalpies were calculated for the investigated systems. The rate constants at infinite dilution were obtained for a large number of 1-haloalkane + 1-methylimidazole + solvent systems with the use of the COSMO-SAC model. It was demonstrated that the rate constants of the studied reactions in various non-hydrogen-bonding solvents can be estimated from a correlation with the Hildebrand solubility parameter.
Ionic liquids containing plant derived benzoate as anions, exhibiting supramolecular polymeric aggregation: Impact of the aggregation on organic catalysis in aqueous medium
Javed, Muhammad Naveed,Ali Hashmi, Imran,Muhammad, Shoaib,Bari, Ahmed,Ghulam Musharraf, Syed,Junaid Mahmood, Syed,Javed, Saima,Imran Ali, Firdous,Rafique, Faisal,Amjad Ilyas, Muhammad,Ahmed Waseem, Waqas
, (2021/05/10)
Naturally occurring benzoic acid (BA) derived anions have been used to prepare halogen free hydrophilic ionic liquids (ILs 1–4). The supramolecular polymeric aggregation behaviour of these ILs has been studied through high-resolution electron spray ioniza
Bidentate cation-anion coordination in the ionic liquid 1-ethyl-3-methylimidazolium hexafluorophosphate supported by vibrational spectra and NBO, AIM and SQMFF calculations
Assenine, Mohammed Amin,Brandán, Silvia Antonia,Bresson, Serge,Haddad, Boumediene,Paolone, Annalisa,Villemin, Didier
, (2020/04/08)
Experimental attenuated total reflectance (ATR) and Raman spectra for the synthesized ionic liquid 1-Ethyl-3-methylimidazolium hexafluorophosphate [EMIM+][PF6 ?] have been combined with the functional hybrid B3LYP and the 6-31G? and 6-311++G?? basis sets in order to evaluate the coordination mode of [PF6 ?] anion and determine the its structural, electronic, topological and vibrational properties. The scaled quantum mechanical force fields (SQMFF) methodology allowed us to obtain a set of scaled force constants fitting the observed wavenumbers because, so far, they have not reported. Experimental ATR and Raman spectra for the ionic liquid [EMIM+][PF6 ?] in the solid phase are consistent with the corresponding predicted by using both levels of theory. Here, complete vibrational assignments of 72 normal modes of vibration expected for ionic liquid were performed by using B3LYP/6-311++G?? level and considering that the [PF6 ?] anion adopts a bidentate coordination mode. Atomic Merz-Kollman (MK) charges and bond orders studies have revealed a distorted octahedral symmetry of anion in the ionic liquid and have suggested bidentate coordination of anion by two C–H?F hydrogen bonds, as experimentally was also proposed. Natural bond orbital (NBO) and atoms in molecules (AIM) calculations support the high stability of ionic liquid and its high dipole moment value. Frontier orbitals for the three species show that the [PF6 ?] anion increases the reactivity of ionic liquid. Here, we determine that the B3LYP/6-311++G?? molecular force field for the ionic liquid [EMIM+][PF6 ?] with the bidentate coordination mode adopted by [PF6 ?] anion is well represented, as also was supported by the scaled force constants calculated for both C–H?F hydrogen bonds.
Ionic Liquids Catalyzed Friedel–Crafts Alkylation of Substituted Benzenes with CCl4 Toward Trichloromethylarenes
Lyu, Xinyu,Wang, Wencheng,Sun, Yiqun,Zhao, Qian,Qiu, Tao
, p. 665 - 671 (2019/01/04)
Abstract: An ionic liquid catalyzed Friedel–Crafts alkylation reaction of substituted benzenes with CCl4 was developed. The reaction proceeded efficiently under mild conditions, gave corresponding trichloromethylarenes with diversity functional groups in moderate to good yields. The influence of Lewis acidity of ionic liquids on the conversion of the alkylation reaction has been investigated. Notably, the probable mechanism of this reaction has been proposed with the assistance of 27Al NMR spectroscopy. It was noteworthy that the predominance of [Al2Cl7]? species in EmimCl–AlCl3, N = 0.67 could be detected by 27Al NMR spectral analysis, and [AlCl4]? was generated at the beginning of reaction. Additionally, it was found that [AlCl4]? could be transformed into [Al2Cl7]? when the reaction finished. Some control experiments confirmed that the interaction between Lewis acidic species [Al2Cl7]? of the ionic liquid and CCl4 led to the change in speciation of aluminum during the alkylation reactions. Graphical Abstract: [Figure not available: see fulltext.].
