1-Ethyl-1H-Imidazole: An In-Depth Commentary

Historical Development

Chemists first explored imidazole structures back in the late 1800s. Early researchers, working with what they had on hand, saw that the imidazole ring turned up in plenty of natural compounds crucial to life, like histidine. The push to tweak these rings and create offshoots such as 1-ethyl-1H-imidazole stemmed from curiosity about how small chemical changes affect substance behavior. Over the decades, researchers found more efficient synthetic pathways, making it practical for industrial and research scale use. Manufacturers now build on that foundation with better feeds and purification steps to offer a product fit for tight modern process controls and demanding lab tests.

Product Overview

1-Ethyl-1H-imidazole stands out as a clear, essential intermediate for both fine chemical and pharmaceutical synthesis. Demand comes from its role as a sturdy building block: small enough to invite modifications, robust enough to keep the imidazole character intact. Labs appreciate the versatility. Formulators see real value in customizing this molecule for specialty coatings, ionic liquids, and more, since small shifts in structure can push performance in new directions.

Physical & Chemical Properties

This compound takes shape as a colorless liquid at room temperature. The ethyl group tacked onto the imidazole ring drops its melting point, so it pours freely even in cool labs. Its boiling point runs around 198°C, a mark that matters in both distillation and safety planning. 1-Ethyl-1H-imidazole dissolves smoothly in water, alcohols, and many polar solvents—an asset when fine-tuning reaction conditions. Its pKa hovers around 7, which means it serves well as a mild base and forms solid hydrogen bonds. That's part of the reason it fits nicely in so many chemical and biological environments.

Technical Specifications & Labeling

Packages arrive labeled with precise content and purity, often declared at 98% or higher. Trace metals, water content, and known side products appear clear on the certificate of analysis, letting labs gauge risk and suitability for sensitive reactions. Most suppliers provide CAS registry numbers and UN shipping codes plus flammability and toxicity warnings. The material moves in tightly sealed amber bottles or drums to avoid moisture uptake or photodegradation.

Preparation Method

Most manufacturers synthesize 1-ethyl-1H-imidazole by alkylating imidazole with ethyl halides such as ethyl bromide or ethyl chloride. This reaction happens under basic conditions, with potassium carbonate or sodium hydride neutralizing the acid byproducts. The controlled addition of reactants, close monitoring of temperature, and stepwise purification guarantee a clean product. Some routes favor phase transfer catalysis for extra efficiency. The finished compound sees distillation under reduced pressure to remove leftover solvents and ensure minimal impurities.

Chemical Reactions & Modifications

Chemists often reach for 1-ethyl-1H-imidazole as both starting material and catalyst. Its alkyl group opens doors for tailored substitutions at other positions of the imidazole ring. Strong acids or alkyl halides can transform it into quaternary salts—popular as ionic liquids and catalysts. N-alkylation and arylation remain routine in labs tweaking this molecule’s core. The ring’s nitrogen atoms also support metal coordination, which sets up complexes for catalysis, electrochemistry, and sensing. Because of its resilience, 1-ethyl-1H-imidazole tolerates many functional group transformations without losing its backbone.

Synonyms & Product Names

You may find 1-ethyl-1H-imidazole listed under other names, such as N-ethylimidazole, 1-ethylimidazole, or simply as part of specialty product codes from various suppliers. Its registry numbers bring clarity, but naming can shift depending on regional conventions or manufacturer branding. Major catalogues keep entries cross-referenced to keep customers from mixing up closely related compounds.

Safety & Operational Standards

Anyone working with 1-ethyl-1H-imidazole needs a clear understanding of its risks. The compound’s low vapor pressure reduces inhalation worries, but splashes or spills still mean gloves and eye protection are a must. Skin contact can cause irritation, especially after repeated exposures. Standard Material Safety Data Sheets note flammability and call for well-ventilated workspaces. Emergency guidance covers spills, fire-fighting, and accidental contact to help with fast action if incidents happen. Storage in tightly sealed containers away from heat and oxidizers helps sidestep unwanted degradation or hazards. Keeping up with evolving workplace safety rules, such as OSHA or REACH, remains part of daily handling.

Application Area

Science turns to 1-ethyl-1H-imidazole for its versatility. Pharmaceutical labs use it to craft intermediates for anti-fungal, anti-viral, and enzyme inhibitor molecules. This single structure finds its way into ionic liquids—salts that stay liquid at room temperature and boost solvents, batteries, or catalysis. Materials scientists experiment with it as a component in specialty coatings and resins, chasing properties like thermal stability and improved electrical conductivity. Analysts in environmental labs spot-test for derivatives as part of soil and water quality work, since the molecule’s reactivity allows it to appear in various breakdown pathways. Electrochemists value it as a ligand in metal complexes, where the nitrogen atoms tune reactivity and stability.

Research & Development

R&D teams continually tap into the chemistry of 1-ethyl-1H-imidazole, aiming to optimize reactions and expand its applications. Collaborations between industry and academic labs test its performance in next-generation lithium batteries and fuel cells, driven by demands for better charge/discharge cycles. Pharmaceutical companies scour its core structure for new drug scaffolds. Analytical researchers keep mapping degradation products and metabolic pathways, helping meet regulatory guidelines for purity and environmental impact. Green chemistry pushes for milder and solvent-free synthesis methods, while advanced computer modeling speeds up predictions of reactivity and downstream modifications. Every trial and error feeds back into improved protocols and new product launches.

Toxicity Research

Risk assessment studies show that 1-ethyl-1H-imidazole, while less hazardous than some predecessors, needs careful attention in high doses. Acute exposure can bring irritation to skin, eyes, and respiratory tracts. Chronic, repeated contact risks dermatitis or sensitization, but the overall profile beats many heavier industrial solvents or catalysts. Environmental studies watch for breakdown in water and soil, monitoring both short-lived intermediates and persistence risks. Lab animal models sometimes indicate low bioaccumulation, with rapid metabolization in larger mammals. Regulatory watchdogs still call for clear handling measures and responsible disposal to avoid problems downstream.

Future Prospects

Work never stops on improving and reimagining uses for 1-ethyl-1H-imidazole. Chemists seek greener, cleaner synthesis routes using renewable feedstocks and gentler reagents. Industry players hope to scale up production for high-performance materials, such as advanced electrolytes for batteries that outlast today's models. Drug hunters look at the ring structure for new therapies, betting on modifications that boost potency and minimize risks. Increased pressure for sustainability drives adaptation—expect bio-based variants and strategies to reclaim or recycle waste from industrial streams. Digital chemistry and AI-driven design look set to point towards new reactions and materials, promising more value per drop of this adaptable compound.




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1-Ethyl-1H-Imidazole
1-Ethyl-1H-Imidazole
1-Ethyl-1H-Imidazole