1-Ethylpyrrolidin-2-Ylmethylamine: An In-Depth Commentary

Historical Development

Chemists in the mid-20th century began taking a closer look at pyrrolidine derivatives, searching for amines with new uses in medicine, agriculture, and material science. 1-Ethylpyrrolidin-2-Ylmethylamine attracted attention thanks to its balance of reactivity and stability, fitting nicely into synthetic schemes but not breaking down at the first sign of humidity or heat. Companies followed academic leads, refining synthesis routes and slowly unlocking the compound’s potential. By the 1980s, this molecule often showed up in research journals and patent filings, not as a blockbuster product but as a workhorse intermediate — the sort chemists rely on when chasing novel targets in drug or material development. The story of this amine echoes a lot of quiet advancements in chemistry: incremental breakthroughs driven by patient experimentation, industry feedback, and problem-solving more than marketing hype.

Product Overview

1-Ethylpyrrolidin-2-Ylmethylamine provides a convenient nitrogen source with structural versatility. The ethyl group on the pyrrolidine ring influences its electronic properties and its interaction with other molecules. Sellers usually offer it in small, sealed containers, labeling it as a research chemical, though specialists in pharmaceuticals, agrochemicals, and polymers know it as a reliable reagent for further synthesis. Chemists using this amine value its reactivity, but also its manageable storage and transport needs—attributes vital for both bench research and scale-up.

Physical & Chemical Properties

This compound shows up as a colorless to pale yellow liquid with a slight amine odor. Its molecular weight lands in the moderate range for amines, and it dissolves in polar solvents including methanol, ethanol, and water, a helpful property for multi-step synthesis. The secondary amine tail brings nucleophilic character, making it participate in amide, imine, and reductive amination chemistry with little fuss. It tends not to oxidize rapidly in air, and standard refrigeration extends shelf-life. Boiling point hovers around 200-220°C, which makes it easier to handle than many low-boiling amines. In terms of safety, its vapor pressure stays low enough to keep inhalation risks modest if good ventilation is present.

Technical Specifications & Labeling

Specifications for 1-ethylpyrrolidin-2-ylmethylamine can differ from one supplier to another, but the essentials don’t change much. Purity typically exceeds 97%, and many labs call for HPLC or GC trace analysis to double-check for residual solvents and byproducts. Labels should list lot number, gross and net weight, manufacturing date, expiration date, recommended storage temperature, and clear hazard warnings. Strict attention to labeling ensures traceability—important if problems crop up downstream in synthesis or if a batch turns out off-spec after shipping. Clear information helps everyone from warehouse staff to R&D chemists avoid costly mistakes or unsafe conditions.

Preparation Method

Chemical manufacturers often opt for alkylation of pyrrolidin-2-ylmethylamine with an ethyl halide under basic conditions. Sometimes, they rely on reductive amination where pyrrolidin-2-one reacts with a suitable aldehyde, followed by reduction, to get to the targeted structure. The choice depends on cost, yield, and the nature of side products. Small-scale research settings generally use the simplest, reproducible methods, while plant-scale operations optimize for throughput, waste minimization, and ease of purity control. Process teams continually tinker with solvents, catalysts, and purification steps as part of quality assurance efforts, especially since even minor contamination affects downstream applications in pharma or electronics.

Chemical Reactions & Modifications

The secondary amine group lets chemists install acyl, alkyl, or aromatic moieties to build diverse compounds. Amidation and reductive amination both work well, and protection of the nitrogen is straightforward with standard protective groups. Electrophilic aromatic substitutions proceed at predictable spots thanks to electron donation from the nitrogen. Cross-coupling partners sometimes get attached via palladium or copper catalysts, turning this simple amine into a starting material for more elaborate molecular scaffolds. Even small changes to ring or side-chain structure in this family of compounds tend to trigger variations in activity and physical properties, drawing attention from drug designers and materials scientists alike.

Synonyms & Product Names

This molecule often appears under alternative names in catalogs, patents, or journals. Some call it 1-ethyl-2-pyrrolidinylmethylamine, others might shorten it to N-ethylpyrrolidin-2-ylmethylamine. IUPAC naming ensures clarity, but sales channels sometimes favor simpler or legacy nomenclature, adding a wrinkle for those searching across different databases. In older European literature or Asian product listings, translation quirks or batch codes sometimes create confusion. Consistent use of CAS numbers helps reduce errors, but every research chemist I know keeps a thumb on the cross-references, just to avoid ordering the wrong bottle in a rush.

Safety & Operational Standards

Handling of 1-ethylpyrrolidin-2-ylmethylamine means working with gloves, safety goggles, good ventilation, and strict attention to hygiene. The liquid can cause skin, eye, and respiratory tract irritation, so workspace protocols matter. Manufacturers provide material safety data sheets spelling out proper disposal, spill response, and fire precautions. Storage means cool, dry, tightly capped containers, away from incompatible acids or oxidizers. Personnel learn through training or hard-won experience that respect for these routines makes for fewer surprises in the lab. Spills or splashes rarely happen if people follow the basics, but an eye-wash station within reach remains non-negotiable. In production settings, fume hoods or local exhaust keep exposure levels very low, and engineering controls routinely get checked.

Application Area

This molecule doesn’t sit on the shelf for long in active chemistry labs. Drug developers tap it as a precursor to alkaloid analogs, CNS-active agents, and a variety of lead compounds aimed at neurological or cardiovascular targets. The agricultural chemical sector exploits its amine portion as a building block for herbicides and plant growth regulators. Material scientists look to it as a linker, crosslinker, or as a functional group for advanced polymers and specialty adhesives. Each of these applications springs from the ability to further modify the core structure quickly and economically. Even outside these focused industries, synthetic chemists often add it to their toolbox for installing secondary amine linkage or exploring new chemical space in structure-activity relationship studies.

Research & Development

New developments in pyrrolidine chemistry often tap into molecules like 1-ethylpyrrolidin-2-ylmethylamine. Pharmaceutical innovators scan for modifications that give better solubility, metabolic stability, or selectivity, starting with robust scaffolds like this. Recent projects in my network experimented with changing the ethyl tail for bulkier groups, hoping for new effects without the risk of flagging toxicology alerts. Teams in green chemistry experiment with more sustainable solvents or biocatalytic routes to bring down environmental impact, aiming to replace traditional base-catalyzed reactions with enzyme-based methods or recyclable catalysts. Universities and start-ups swap insights at conferences about optimizing yields, handling, and new reactions, turning this modest amine into a springboard for broader innovation.

Toxicity Research

Toxicology teams focus on skin and eye sensitization, acute inhalation hazard, and metabolic fate for synthetic amines. Early screens indicate moderate irritant potential, with care needed during transfer and dilution. In animal models, metabolism tends to favor oxidation and excretion, but some derivatives build up in tissues, pushing for close monitoring and further study. Long-term effects in humans remain uncertain, which steers responsible users toward tight containment and strong ventilation. Regulatory reviews sometimes flag certain pyrrolidine-based compounds for detailed assessment, especially if structure-activity relationships hint at reactivity towards proteins or DNA. Access to up-to-date safety findings, coupled with real-life lab experience, keeps risk low but ever-present on everyone’s checklist.

Future Prospects

As drug design and materials science keep hunting for specialty amines, 1-ethylpyrrolidin-2-ylmethylamine should hold its ground as a key intermediate. Advances in biocatalysis and automation might cut costs and environmental risks, turning this molecule even more accessible for industry and academia. In my view, one challenge will always be the push for safer, greener synthesis with tighter control over side products. Regulatory pressure in Europe, North America, and Asia means every producer and user has to document traceability and safety throughout the supply chain. Makers who invest in such oversight will carve out an edge, especially as customers demand transparency. Although new amines and analogs constantly hit the market, few offer the mix of reliability, modifiability, and manageable risk seen here. Steady improvements in manufacturing, purification, and downstream chemistry keep this compound right in the thick of chemical R&D — a quiet testament to the enduring power of iterative progress in the lab and on the factory floor.




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1-Ethylpyrrolidin-2-Ylmethylamine
1-Ethylpyrrolidin-2-Ylmethylamine
1-Ethylpyrrolidin-2-Ylmethylamine