Tag: 100-200

Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate was written by Andreev, Ivan A.;Ratmanova, Nina K.;Augustin, Andre U.;Ivanova, Olga A.;Levina, Irina I.;Khrustalev, Victor N.;Werz, Daniel B.;Trushkov, Igor V.. And the article was included in Angewandte Chemie, International Edition in 2021.Application of 35487-17-3 This article mentions the following:

We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: (a) a regenerable solvent, (b) a Broensted acid inducing diverse transformations via general acid catalysis, and (c) a source of a nucleophile. The efficiency of this strategy was demonstrated using thiocyanate-based protic ionic liquids for the ring-opening of donor-acceptor cyclopropanes. A wide variety of activated cyclopropanes were found to react with 1-methylimidazolium thiocyanate under mild metal-free conditions via unusual nitrogen attack of the ambident thiocyanate ion on the electrophilic center of the three-membered ring affording pyrrolidine-2-thiones bearing donor and acceptor substituents at the C(5) and C(3) atoms, resp., in a single time-efficient step [e.g., I → II (81%)]. The ability of 1-methylimidazolium thiocyanate to serve as a triplex reagent was exemplarily illustrated by (4+2)-annulation with 1-acyl-2-(2-hydroxyphenyl)cyclopropane, epoxide ring-opening and other organic transformations. Safety: ammonia evolution in cation metathesis reactions → carry out in fume hood. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Application of 35487-17-3).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application of 35487-17-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Antimicrobial Activity and SAR Study of New Gemini Imidazolium-Based Chlorides was written by Palkowski, Lukasz;Blaszczynski, Jerzy;Skrzypczak, Andrzej;Blaszczak, Jan;Kozakowska, Karolina;Wroblewska, Joanna;Kozuszko, Sylwia;Gospodarek, Eugenia;Krysinski, Jerzy;Slowinski, Roman. And the article was included in Chemical Biology & Drug Design in 2014.Application In Synthesis of 1-Octyl-1H-imidazole This article mentions the following:

A series of seventy new 3,3′-(α,ω-dioxaalkyl)bis[1-(alkyl)imidazolium] chloride derivatives was prepared They were characterized with respect to surface active properties and antimicrobial activity against the following pathogens: Staphylococcus aureus, Enterococcus faecalis, Acinetobacter baumannii, Escherichia coli, Klebsiella pneumoniae, Enterobacter cloacae, Pseudomonas aeruginosa, Candida krusei and Candida albicans. In this article, besides description of the synthesis, the authors characterize a set of features of these compounds, concerning their structure (described by the length of the dioxaalkane spacer and the length of the alkyl substituent in the aromatic ring) and surface active properties (critical micelle concentration, value of surface tension at critical micelle concentration, value of surface excess, mol. area of a single particle, and free energy of adsorption of mol.). Then, the authors present a SAR study for Staphylococcus aureus, as one of the most widespread pathogenic strains, conducted with the help of the Dominance-based Rough Set Approach (DRSA), that involves identification of relevant features and relevant combinations of features being in strong relationship with a high antimicrobial activity of the compounds The SAR study shows, moreover, that the antimicrobial activity is dependent on the type of substituents and their position at the chloride moiety, as well as on the surface active properties of the compounds The synthesis of the target compounds was achieved by a reaction of 1-(alkyl)-1H-imidazole derivatives with 1,5-bis(chloromethoxy)pentane, 1,6-bis(chloromethoxy)hexane, 1,3-bis(chloromethoxy)propane, etc. The title compounds thus formed included 1,1′-[1,2-ethanediylbis(oxymethylene)]bis[3-octyl-1H-imidazolium] dichloride and related substances, such as 1,1′-[1,4-butanediylbis(oxymethylene)]bis[3-octyl-1H-imidazolium] dichloride, [(alkanediyl)bis[(oxy)methylene]]bis[(alkyl)imidazolium] dichloride derivatives (imidazolium chloride dimers). In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Application In Synthesis of 1-Octyl-1H-imidazole).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Free-radical polymerization and copolymerization of acrylonitrile in ionic liquids was written by Vygodskii, Ya. S.;Mel’nik, O. A.;Lozinskaya, E. I.;Shaplov, A. S.. And the article was included in Vysokomolekulyarnye Soedineniya, Seriya A i Seriya B in 2005.Synthetic Route of C7H13ClN2 This article mentions the following:

The free-radical polymerization of acrylonitrile and its copolymerization with Me methacrylate in ionic liquids based on 1,3-dialkyl-substituted imidazole were studied. It was shown that, in contrast to the case of common mol. solvents, the polymerization and copolymerization in liquid organic salts give high-mol.-mass polyacrylonitrile and copolymers with high yields, with the former polymer showing a higher onset temperature of degradation In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Synthetic Route of C7H13ClN2).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Synthetic Route of C7H13ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Product class 4: benzimidazoles was written by Grimmett, M. R.. And the article was included in Science of Synthesis in 2002.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Methods for preparing benzimidazoles are reviewed covering annulations to arenes, ring transformations, and aromatization. Modification of benzimidazole substituents are also included. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cobalt(II) containing liquid metal salts for electrodeposition of cobalt and electrochemical nanoparticle formation was written by Sniekers, Jeroen;Geysens, Pieter;Malaquias, Joao C.;Vander Hoogerstraete, Tom;Van Meervelt, Luc;Fransaer, Jan;Binnemans, Koen. And the article was included in Dalton Transactions in 2017.Formula: C11H20N2 This article mentions the following:

Cobalt(II)-containing liquid metal salts (LMS) with N-alkylimidazole ligands and bis(trifluoromethanesulfonyl)imide (bistriflimide, Tf₂N^–) or methanesulfonate (mesylate, OMs^–) anions were synthesized and characterized. The chain length of the alkyl side chain on the imidazole ligand was varied. All compounds were characterized using CHN anal., DSC and FTIR measurements. Single-crystal x-ray diffraction measurements were performed on six of the compounds for which single crystals of good quality could be obtained. All cobalt(II) centers are six-coordinate with the N-alkylimidazole ligands in an octahedral configuration and the anions are non-coordinating. The same coordination environment was observed by EXAFS measurements on cobalt(II) liquid metal salts in the liquid state. The electrochem. properties of the compounds with the lowest melting temperatures were studied using cyclic voltammetry. Part of the current was consumed in the electrodeposition of cobalt, whereas the other part of the current was consumed in the electrochem. formation of cobalt(0) nanoparticles. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Formula: C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Formula: C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lignin Conversion Using Catalytic Ionic Liquids: Understanding the Role of Cations, Anions, and Hammett Acidity Functions was written by Singh, Sandip K.;Dhepe, Paresh L.. And the article was included in Industrial & Engineering Chemistry Research in 2019.Application of 1632-83-3 This article mentions the following:

Because it is undisputable that lignin depolymerization is a must to make the biorefinery concept economically feasible, several efforts are put toward it; however, a lot of catalyst designing is required to achieve efficient depolymerization activities. In this work, we show a systematic approach in the synthesis and characterization of ionic liquids (ILs) with varying combinations of cations (imidazole, benzimidazole, phosphonium, and ammonium) and anions (HSO₄, PTS (p-toluenesulfonate), Cl, H₂PO₄, SnCl₃, FeCl₄, and CuCl₃) for the depolymerization of lignin into low-mol. weight aromatic fractions (<220 g/mol) under mild reaction conditions (120 °C, 1 h, ambient pressure). In a methodical approach, effects of various reaction parameters such as temperature (70-170 °C), time (15-360 min), pressure (N₂, 0.5-3 MPa), solvents and substrate, and so forth were studied to achieve best activity. Among all the catalysts, IL with the imidazolium cation and HSO₄ as the anion showed best activity (78% yield). Subsequent to depolymerization, three aromatic monomers (5 wt % pure vanillin) were isolated using flash column chromatog. These aromatic monomers were characterized using gas chromatog. (GC), GC-mass spectrometry, and NMR techniques for their purity. Hammett acidity functions (H₀) of ILs were measured using UV-vis photo-spectroscopy, and values are correlated with lignin depolymerization results. Lignin and tetrahydrofuran-soluble products were thoroughly characterized using assorted physicochem. techniques such as NMR (¹H and ¹³C), gel permittivity chromatog., thermogravimetric anal., and so forth. The catalyst was recycled up to six runs and showed similar results in consecutive reactions. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application of 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Promising antiproliferative platinum(II) complexes based on imidazole moiety: synthesis, evaluation in HCT-116 cancer cell line and interaction with Ctr-1 Met-rich domain was written by Ferri, Nicola;Facchetti, Giorgio;Pellegrino, Sara;Ricci, Chiara;Curigliano, Giuseppe;Pini, Elena;Rimoldi, Isabella. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Product Details of 22600-77-7 This article mentions the following:

A series of imidazole based platinum(II) complexes (I–IV) were synthesized and evaluated for their cytotoxicity in HCT-116 cancer cell line, known for being partially resistant to cisplatin but sensitive to oxaliplatin. Lipophilicity was modulated by introducing differently long saturated and unsaturated chains at the N1 of the imidazole moiety. Pt-I displayed the higher cytotoxic effect achieving a IC₅₀ = 38.0 ± 14.1 μM, comparable to the oxaliplatin value. The interaction between the imidazole platinum(II) complexes and the octapeptide called Mets7, the methionine-rich motif mimicking the N-terminal domain of the yCtr-1, was evaluated in order to have a major insight of the uptake and the eventual resistance mechanisms for the so-synthesized novel platinum compounds In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7Product Details of 22600-77-7).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Product Details of 22600-77-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Polarographic and electrochemical studies of some aromatic and heterocyclic nitro compounds. Part III: Electroreduction of mono- and dinitropyrazoles and -imidazoles was written by Dumanovic, D.;Jovanovic, J.;Suznjevic, D.;Erceg, M.;Zuman, P.. And the article was included in Electroanalysis in 1992.Electric Literature of C4H5N3O2 This article mentions the following:

The reduction of mono- and dinitropyrazoles and of nitroimidazoles follows the general pattern of reduction of aromatic nitro compounds: the nitro group is reduced in a 4-electron step to a hydroxylamino group and the protonated form of the hydroxylamino group is – in the lower pH range – further reduced to an amine. This reduction differs from that of nitrobenzenes in participation of a 2nd hydrogen ion probably involved in protonation of the heterocyclic ring. This 2nd proton is for nitroimidazoles transferred before the uptake of the 1st electron, for nitropyrazoles probably after this uptake. The transfer of the 2nd electron is the potential determining step. The 2 sequences are H⁺, H⁺, e, H⁺, e, 2e, H⁺ and H⁺, e, H⁺, H⁺, e, 2e, H⁺, resp. For nitropyrazoles and nitroimidazoles without an alkyl substituent on the ring N, the reduction process is further complicated by the dissociation of the NH-group in the heterocyclic ring. For 1-alkyl-5-nitroimidazoles, for 4(5)-nitroimidazole and for N-unsubstituted-4- and 3(5)-nitropyrazoles (but not for 2-nitroimidazoles, 1-alkyl-4-nitroimidazoles and 1-alkylnitropyrazoles) the hydroxylamino derivative formed in the 1st 4-electron step undergoes a base catalyzed dehydration yielding a quinone-like ketimine. Easy reduction of this species results in alk. solutions in a limiting current which is significantly higher than corresponds to a 4-electron and limits to a 6-electron reduction Such dehydration reactions occur considerably faster for dihydroxylamino derivatives formed in the reduction of dinitropyrazoles resulting in 2 waves with total transfer of up to 12 electrons. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Electric Literature of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lithium cation conducting TDI anion-based ionic liquids was written by Niedzicki, Leszek;Karpierz, Ewelina;Zawadzki, Maciej;Dranka, Maciej;Kasprzyk, Marta;Zalewska, Aldona;Marcinek, Marek;Zachara, Janusz;Domanska, Urszula;Wieczorek, Wladyslaw. And the article was included in Physical Chemistry Chemical Physics in 2014.Recommanded Product: 79917-89-8 This article mentions the following:

We present the synthesis route and electrochem. properties of new class of ionic liquids (ILs) obtained from lithium derivate TDI (4,5-dicyano-2-(trifluoromethyl)imidazolium) anion. ILs synthesized by us were EMImTDI, PMImTDI and BMImTDI, i.e. TDI anion with 1-alkyl-3-methylimidazolium cations, where alkyl meant Et, Pr and Bu groups. TDI anion contains fewer fluorine atoms than LiPF₆ and thanks to C-F instead of P-F bond, they are less prone to emit fluorine or hydrogen fluoride due to the rise in temperature Use of IL results in non-flammability, which is making such electrolyte even safer for both application and environment. The thermal stability of synthesized compounds was tested by DSC and TGA and no signal of decomposition was observed up to 250 °C. The LiTDI salt was added to ILs to form complete electrolytes. The structures of tailored ILs with lithium salt were confirmed by X-ray diffraction patterns. The electrolytes showed excellent properties regarding their ionic conductivity (over 3 mS cm^-1 at room temperature after lithium salt addition), lithium cation transference number (over 0.1), low viscosity and broad electrochem. stability window. The ionic conductivity and viscosity measurements of pure ILs are reported for reference In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Recommanded Product: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of Ionic Liquids Containing Tricyanomethanide [C(CN)₃]^– or Tetracyanoborate [B(CN)₄]^– Anions in Dye-Sensitized Solar Cells was written by Marszalek, Magdalena;Fei, Zhaofu;Zhu, Dun-Ru;Scopelliti, Rosario;Dyson, Paul J.;Zakeeruddin, Shaik Mohammed;Gratzel, Michael. And the article was included in Inorganic Chemistry in 2011.Recommanded Product: 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

Novel ionic liquids composed of imidazolium, pyridinium, pyrrolidinium, and NH₄⁺ cations with tricyanomethanide or tetracyanoborate anions were prepared The ionic liquids were characterized by NMR and IR spectroscopy and ESI-mass spectrometry, and their phys. properties were studied. Solid state structures of the N-propyl-N-methylpyrrolidinium and triethylpropylammonium tetracyanoborate salts were obtained by single crystal x-ray diffraction. The salts that are liquid at room temperature were evaluated as electrolyte additives in dye-sensitized solar cells, giving rise to efficiencies 7.35 and 7.85% under 100 and 10% Sun, resp., in combination with the standard Z907 dye. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Recommanded Product: 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem