13435-22-8

Usage

Uses

Used in Chemical Industry:
1-butyl-2-methyl-imidazole is used as a solvent for the extraction of various metals, leveraging its ability to dissolve a wide range of substances and facilitate the separation of metal ions.
Used in Catalyst Applications:
In the chemical reactions, 1-butyl-2-methyl-imidazole serves as a catalyst to accelerate the reaction rates, improving the efficiency and selectivity of the processes.
Used in Corrosion Inhibition:
1-butyl-2-methyl-imidazole is used as a corrosion inhibitor to protect materials from degradation, particularly in industries where metal surfaces are exposed to corrosive environments.
Used in Pharmaceutical Industry:
1-butyl-2-methyl-imidazole is used as a chemical intermediate or active ingredient in the development of pharmaceutical products, owing to its potential therapeutic properties and ability to enhance the efficacy of other compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 1-butyl-2-methyl-imidazole is utilized for the synthesis of pesticides and other agrochemicals, contributing to its effectiveness in crop protection and management.

InChI:InChI=1/C8H14N2/c1-3-4-6-10-7-5-9-8(10)2/h5,7H,3-4,6H2,1-2H3

Upstream product

• 109-65-9 1-bromo-butane 
• 693-98-1 2-methylimidazole 
• 1052104-58-1 2-methyl-1-[4-(phenylselanyl)butyl]-1H-imidazole 
• 542-52-9 Dibutyl carbonate 

Downstream Products

• 40229-82-1 1-butyl-2-methylimidazolium picrate 

Relevant academic research and scientific papers

Identification and characterization of a potent antibacterial agent, NH125 against drug-resistant bacteria

New imidazole compounds were synthesized to develop a novel and effective antibacterial agent (1-benzyl-3-cetyl-2-methylimidazolium iodide, NH125). In vitro experiments demonstrated that NH125 effectively inhibited a number of different histidine protein

Alkaline stable imidazolium-based ionomers containing poly(arylene ether sulfone) side chains for alkaline anion exchange membranes

Solvent processable anion exchange membranes (AEMs) containing imidazolium cation and poly(arylene ether sulfone) side chains were prepared via the ionization of poly(4-vinylbenzyl chloride)-graft-poly(arylene ether sulfone) copolymers, and followed by anion exchange with hydroxide ions. The ionized copolymers produced ductile, transparent membranes which possess a relatively high ionic conductivity (up to 1.6 × 10-2 S cm-1 at room temperature). The yielded membranes are soluble in polar aprotic solvents, such as DMSO and DMF, while insoluble in water and methanol. The synthesized AEMs show good alkaline stability in 1 M KOH at 60 °C for 20 days, as well as high dimensional and thermal stability. These results should pave way to the practical application of this kind of AEM in alkaline fuel cells.

Method for alkylating N1-position of imidazole compound

The present invention relates to a method for alkylating an N1-position of an imidazole compound and belongs to the technical field of organic synthesis. The method comprises the following steps: mixing an imidazole compound and carbonic ester with a molar ratio of 1:(1-2), conducting a heating reaction under a temperature of 80-140 DEG C under presence of aromatic hydrocarbons or a dipolar aprotic solvent and a strongly basic organic tertiary amine catalyst, and after reaction, directly conducting vacuum distillation or layering, and conducting vacuum distillation to obtain a N1 alkylated imidazole compound. The raw materials used in the method are non-toxic or low-toxic, the process is simple, reaction conditions are mild, and yield is high; and by-products in the reaction process are extremely few, environmental pollution is extremely small, and the preparation method is green and environmentally-friendly.

Polyfunctional imidazolium surfactant and preparation method thereof

The invention discloses a polyfunctional imidazolium surfactant and a preparation method thereof. The preparation method comprises the following steps: 1) preparing an alkyl-substituted imidazole intermediate; 2) preparing a bromo-oligomer intermediate; and 3) under nitrogen protection, adding the alkyl-substituted imidazole intermediate, the bromo-oligomer intermediate and acetonitrile in a reaction bottle, stirring the materials, heating the materials and performing backflow, reacting the materials, cooling the materials to room temperature, and removing a solvent to obtain the tri-imidazolium surfactant. Compared with the prior art, the tri-imidazolium surfactant has excellent performance, has three imidazolium groups, and greatly enhances the hydrophilic performance of the surfactant.The tri-imidazolium surfactant can adjust an amount of a monomer, effectively controls a size of a hydrophobic group in the surfactant molecules, and is in favor of regulating and controlling the performance of the surfactant. The preparation method of the tri-imidazolium surfactant has the advantage of simple process, and the obtained product has the advantages of easy separating and purifying, less by-product, and environmentally friendly performance.

Regioselective C-H alkenylation of imidazoles and its application to the synthesis of unsymmetrically substituted benzimidazoles

A palladium-catalyzed C-H alkenylation of imidazoles has been developed. High C5 selectivity was achieved for C2-unsubstituted and C2-substituted imidazoles using oxygen and copper(ii) acetate, respectively, as oxidants. The obtained products were applied

Synthesis, limitations, and thermal properties of energetically- substituted, protonated imidazolium picrate and nitrate salts and further comparison with their methylated analogs

The possibility of forming simple energetic ionic liquids via the straightforward protonation of heterocyclic amines with nitric or picric acid was explored with 1-alkylimidazoles, 1-alkyl-2-methylimidazoles, and nitro, dinitro, and dicyano-substituted derivatives. The melting points of most of the prepared salts were lower than expected and of the 30 compounds prepared, more than half were found to melt below 100 °C. Limitations in the approach were found as a result of the use of energetic electron withdrawing substituents, such as nitro or cyano, which results in a reduction in nucleophilicity of the heterocycle and an inability to form salts with the acids studied. Interesting thermal behavior was observed with several of the new salts including supercooling and crystallization on heating. Comparison of the simple protonated imidazolium nitrate and picrate salts with their methylated analogs indicated that the protonated ionic liquids do not differ substantially in their melting points from the methylated analogs. However, the thermal stabilities of protonated imidazolium salts are much lower than their alkylated derivatives. Nitrate salts with alkylated cations tend to be more thermally stable than the corresponding picrate salts, but with protonated cations, the picrate salts tend to be approximately 70-80 °C more stable than the nitrate salts. Moreover, accelerating rate calorimetry (ARC) revealed that alkylated salts decompose much less exothermically (in some cases endothermically) than the protonated analogs, and that among all the analyzed salts, the most energetic materials found were protonated 1-methylimidazolium nitrate and 1,2-dimethylimidazolium picrate. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.

Bu3SnH-mediated radical cyclisation onto azoles

Alkyl radicals have been cyclised onto pyrroles, imidazoles and pyrazoles, and acyl radicals cyclised onto pyrroles, using Bu3SnH-, (TMS)3SiH- and Bu3GeH-mediated aromatic homolytic substitution for the synthesis of bicyclic N-heterocycles. The reactions yield intermediate π-radicals that lose hydrogen in the?rearomatisation step of the aromatic homolytic substitution. Mechanistic studies of these rearomatisation steps indicate aromatic homolytic substitution in which the initiator or breakdown products from the inhibitor are responsible for the H-abstraction step.