Hydroxyethylethylenediamine has become an important intermediate in the design and optimization of industrial chemical processes, valued for its chelating ability, nucleophilic character, and versatility across polymerization and specialty chemical applications. This compound, formally named 2-Hydroxyethyl-ethylenediamine with CAS number 111-41-1, a molecular weight of 104.15 g/mol, and formula C4H12N2O, is garnering increasing attention due to its role in high-efficiency, sustainable process development. With a typical industrial batch yield in the range of 88%, and HPLC purity consistently above 98%, Technical Insights is recognized as a reliable supplier, offering cGMP-grade material to the chemical process industries worldwide.
Hydroxyethylethylenediamine is an achiral molecule, devoid of stereochemical complexity, which renders its industrial production more straightforward and contributes to process robustness and scalability. The straightforward nature of its structure belies its value: its unique combination of diamine and hydroxyethyl functional groups makes it a crucial intermediate for a broad array of industrial syntheses, from epoxide hardeners to chelators and reactive diluents. Technical Insights, with over two decades’ manufacturing expertise and global regulatory support, has become an industry benchmark for the reliable supply and documentation of this critical molecule.
The production of hydroxyethylethylenediamine in an industrial setting is carried out through a carefully engineered, stepwise routine that ensures high conversion, excellent selectivity, and robust impurity control. The workflow begins with the reaction of ethylenediamine and ethylene oxide in aqueous solution. Typically, ethylenediamine is introduced into a stainless steel reactor charged with deionized water, then cooled to 5 to 10°C to control exotherms. Ethylene oxide is added dropwise under nitrogen atmosphere at a controlled temperature from 8 to 15°C. This step is maintained for two to three hours, ensuring complete addition and gentle mixing. After completion, the mixture is stirred at ambient temperature for an additional hour to ensure full conversion.
Subsequent to the initial reaction, the mixture's pH is adjusted to 7.0 using dilute hydrochloric acid. This neutralization enables the targeted product to remain aqueous, while facilitating the removal of excess ethylenediamine and minor by-products. Crystallization is induced by gradually cooling the solution to 0–2°C over the course of four hours. The resulting solid is filtered off, washed repeatedly with isopropanol to remove residual inorganic and organic contaminants, and finally isolated via vacuum filtration. The batch delivers an isolated yield of 88%, with HPLC analysis confirming >98% purity. Nuclear Magnetic Resonance (NMR) analysis, a cornerstone of the in-process control, reveals the following characteristic signals: 1H NMR (400 MHz, DMSO-d6): δ 2.49 (t, 4H, CH2NH), 2.69 (t, 2H, NCH2CH2O), 3.59 (t, 2H, CH2OH), confirming both purity and identity of the hydroxyethylethylenediamine product.
Rigorous adherence to current Good Manufacturing Practice (cGMP) guidelines underpins every batch produced by Technical Insights, ensuring that the hydroxyethylethylenediamine is accompanied by comprehensive batch documentation and full analytical transparency. Each Certificate of Analysis (COA) is issued with NMR spectra confirming structural integrity, FT-IR data detailing characteristic functional group absorptions, and HPLC and GC assays for comprehensive purity and residual solvent assessment. Gas chromatography follows ICH Q3C guidance, while elemental analyses via ICP-MS conform strictly to ICH Q3D limits on elemental impurities, ensuring negligible trace metals. Karl Fischer titration is employed to provide accurate moisture content, an essential parameter for handling and downstream reactivity. Where customers require regulatory support, a Type IV Drug Master File (DMF) is available, facilitating seamless integration into regulated development pipelines or regulatory submissions.
Achieving industrial-scale, high-purity hydroxyethylethylenediamine demands meticulous attention to crystallization and isolation protocols. After pH adjustment and cooling-induced crystallization, the filtered solid undergoes a multi-stage washing regimen. Initially, a single wash with cold water removes soluble inorganic salts, followed by two sequential isopropanol washes to eliminate process-related organic impurities and residual amines. For drying, the wet filter cake is placed into a vacuum oven under pressure less than 10 mbar at 45°C for 16 hours. This regimen reduces residual solvent and moisture to below 0.05%, as confirmed by Karl Fischer titration and GC headspace analysis. The controlled, multi-stage workup not only ensures outstanding purity but also minimizes batch-to-batch variability and facilitates consistent customer specification conformance. Individuals or organizations seeking detailed product information and regulatory dossiers can consult the product page at www.techinsights.com/hyd-111-41-1.
In addition, the compound is characterized by several specific parameters that are critical to its assessment and suitability for industrial process development. The appearance is a white crystalline solid, with assay by HPLC consistently above 98%. Water content, per Karl Fischer titration, does not exceed 0.05%. Residual solvents, as monitored by GC according to ICH Q3C, remain below 200 ppm, and elemental impurities determined by ICP-MS remain well below the ICH Q3D thresholds. The melting point lies between 58°C and 63°C, while bulk density is typically in the range of 0.65 to 0.75 g/cm³. NMR and FT-IR authenticity is routinely confirmed for every batch, providing a robust analytical fingerprint for client assurance.
In summary, hydroxyethylethylenediamine represents an exemplary case of how a properly engineered and validated chemical process can deliver high volumes of a critical intermediate with consistently excellent purity, yield, and regulatory documentation. Technical Insights ensures that all aspects of cGMP, impurity control, crystallization fidelity, and analytical validation are maintained at the highest standards, making this molecule an industrial favorite for demanding chemical process applications.
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