2-Morpholinoethanol: Unpacking a Chemical Workhorse

Historical Development

Decades back, labs focused their attention on amino alcohols for better solubility and versatile chemical behavior. Among this group, 2-Morpholinoethanol soon earned a spot in research circles for its balanced properties. As industries adopted more water-based systems and greener chemistry, this compound moved up the ranks, driven by demand for a chemical that could fit hybrid roles—both as a building block and performance additive. Early patents show 2-Morpholinoethanol as a common feature in corrosion inhibitor blends and specialty surfactant systems. Technology shifts encouraged manufacturers to refine synthesis, reduce impurities and respond to regulatory updates, shaping its current profile and application reach.

Product Overview

Inside most chemical supplier catalogs, you can find 2-Morpholinoethanol listed for its amine-alcohol hybrid structure. Chemists prize it as more than a raw material—the compound steps into roles from emulsifier to neutralizing agent, even working in paint stabilization and as a reagent in organic synthesis labs. For formulators chasing persistent solubility or pH control, this chemical delivers performance at moderate concentrations. Decades of field and lab trials show it runs efficiently without strong odor or volatility issues, and with proper handling, storage, and basic training, it enters production lines smoothly.

Physical and Chemical Properties

Under standard lab lights, 2-Morpholinoethanol appears as a colorless to pale yellow liquid, flowing with medium viscosity. Its mild amine scent blends into formulations, rarely overwhelming more volatile elements. The chemical structure—blending a morpholine ring and ethanol sidechain—produces solubility in water and organic solvents, making it a go-to for hybrid aqueous-organic systems. Melting point sits well below freezing, while boiling point clears 200°C, lending thermal stability for coatings or resins requiring heat resistance during cure. In standard SDS sheets you’ll see flash points around 116°C, and the chemical blends with acids or oxides, often acting as a mild base, without the harsh impact of stronger amines.

Technical Specifications and Labeling

Quality 2-Morpholinoethanol arrives with tight purity specs—usually above 99% for industrial grades. Impurities such as water, other morpholine derivatives, and residual solvents draw scrutiny during batch release. Labels emphasize CAS number 622-40-2, UN shipping codes, and required GHS hazard symbols. Container drum sizes differ from smaller lab bottles to heavy-duty 200-liter barrels, often constructed from HDPE or steel with appropriate seals to prevent leakage or contamination. Certificates of Analysis travel with every batch, outlining density, refractive index, color (Hazen scale), and GC purity so users can check conformity before use in high-value or regulated processes.

Preparation Method

Chemical engineers usually prepare 2-Morpholinoethanol by reacting morpholine with ethylene oxide in a controlled reactor, monitoring temperature and pressure to favor the mono-alkylated product. The route steers clear of heavy metal catalysts, limiting risk for downstream impurities. Aqueous work-up and distillation steps follow to yield a clean product. Larger producers might recycle unreacted morpholine, squeezing out better atom economy and lessening waste stream load. Each process tweak focuses on cost, yield, and minimizing worker exposure to volatile intermediates. Modern plants automate feed additions and detect exotherms, keeping process safety in tight check.

Chemical Reactions and Modifications

With both secondary amine and alcohol groups in its makeup, 2-Morpholinoethanol adapts in synthetic schemes. The alcohol end goes through esterification, etherification, or opens doors for polymer cross-linking. Chemists often draw on the amine function for quaternization, introducing hydrophilicity or anchoring the molecule into larger surfactant frameworks. Reacting with isocyanates gives rise to urethane derivatives, while acyl chlorides prompt amide formation. Some research circles experiment with metal complexation for catalyst design, taking advantage of coordinated nitrogen and oxygen. The molecule’s bifunctional nature means a single drum can suit both formulation and synthetic experimentation—a cost saver in many operations.

Synonyms and Product Names

In catalogs and MSDS forms, you might run across alternate names like N-(2-Hydroxyethyl)morpholine, 2-(Morpholin-4-yl)ethanol, or simply Morpholine ethanol. The diversity in product naming reflects historical sourcing and differing conventions across regions. Trade names can carry the prefix "Morpho" or "Aminoethanol", yet all trace back to that morpholine-ethanol core. In regulatory filings or transport docs, CAS number 622-40-2 ensures clarity for logistics, safety, and compliance.

Safety and Operational Standards

Handling 2-Morpholinoethanol takes respect for its chemical nature; skin and eye protection top the PPE list. Spills prompt rapid response—ventilated areas and spill kits designed for amine-containing liquids. GHS labeling points out irritant risks, and ingestion cases pull in poison control experts due to mild toxicity. Storage stays away from acids, oxidizers, or open flames, leveraging chemical stability but not taking unnecessary risks near reactive partners. OSHA, REACH, and similar authorities all review data, shaping practices in transport and on-site use; actual plant and warehouse setups vary but good housekeeping keeps liberated fumes and accidental mixing at bay. Regular respirator checks and eyewash stations become standard in higher-throughput facilities.

Application Area

2-Morpholinoethanol’s mainstay roles show up across paints and coatings, where its amine function stabilizes resins and balances pH. In metalworking, it forms a backbone in corrosion inhibitors, defending steel surfaces from acidic wet environments. Textile auxiliaries pick up its mild amine bite for dye solubilization and fabric softening. In water treatment, its blend of hydrophilicity and mild basicity neutralizes acids, reducing fouling and optimizing ion exchange performance. Research labs frequently use it to introduce morpholine character into novel drug candidates, bioconjugates, or catalysts. Semiconductors and electronics plants trust the chemical for specialty cleaning baths, thanks to solvency and low residue.

Research and Development

From university benches to corporate pilot plants, 2-Morpholinoethanol underpins new surfactant design, ion-exchange resins, and advanced coatings. Recent years brought exploration of bio-derived morpholine routes, promising smaller carbon footprints. Pharmaceutically inclined labs regard it as a versatile motif, pushing SAR studies where morpholine rings unlock new activity in enzyme inhibitors or CNS-active agents. Cross-linking in advanced polymers attracts grant money; morpholine’s sterics and electronics always nudging at higher performance. Downstream, developers experiment with its role as a co-catalyst in green transformations or solubilizer for poorly soluble reactants, turning a standard product into a launchpad for the next wave of sustainable chemistry.

Toxicity Research

Regulatory scientists surveyed both acute and long-term exposure effects of 2-Morpholinoethanol. Short-term inhalation or skin contact may cause irritation, and laboratory rodents exposed to high doses showed minor hepatotoxic changes. Studies in aquatic toxicity reveal moderate levels of concern, with synthesis plants monitoring discharge carefully to avoid ecological buildup. Chronic occupational exposure assessments point to the need for well-maintained ventilation and annual worker health checks. Available mutagenicity and carcinogenicity studies, as cataloged by ECHA, place this molecule below many aminated industrial intermediates on the hazard scale, though REACH registrations mandate annual dossier updates as new data arrives. Most regulatory authorities require handling precautions for manufacturing and warehouse employees but permit formulated end-products in topical, indirect food contact, or utility water applications.

Future Prospects

Innovation teams keep tabs on 2-Morpholinoethanol as markets demand greener solvents and more flexible building blocks. The steady emergence of waterborne coatings and advanced surfactant systems props up demand, while regulatory scrutiny nudges process chemists toward cleaner production routes. Interest in recyclable catalysts and biocompatible polymers points toward modifications of this molecule, embedding morpholine’s profile in new functional hybrids. As chemical supply chains tighten and users seek reliable properties married to easier disposal, the appeal of a dual-function amine-alcohol stays strong. Cross-sector collaboration could bring 2-Morpholinoethanol from old-school corrosion inhibitor to star performer in the next generation of performance materials, provided its safety and supply remain well managed.




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2-Morpholinoethanol
2-Morpholinoethanol
2-Morpholinoethanol