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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolidines Phenylpyrrolidines

Comprehensive Overview of 2-(2-Nitrophenyl)pyrrolidine (CAS No. 1016766-50-9): Properties, Applications, and Research Insights

2-(2-Nitrophenyl)pyrrolidine (CAS No. 1016766-50-9) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. This nitrophenyl-substituted pyrrolidine derivative serves as a versatile intermediate in synthetic chemistry, particularly in the development of bioactive molecules. Its molecular formula, C₁₀H₁₂N₂O₂, combines a pyrrolidine ring with a 2-nitrophenyl group, enabling diverse reactivity patterns that researchers exploit for drug discovery and material science applications.

Recent studies highlight the compound's role in catalysis and ligand design, addressing trending topics like green chemistry and sustainable synthesis. With growing interest in nitrogen-containing heterocycles, 1016766-50-9 is frequently searched alongside terms such as "pyrrolidine derivatives in drug design" and "nitroaromatic building blocks." Its electron-withdrawing nitro group enhances reactivity in cross-coupling reactions, a hot topic in AI-assisted molecular optimization workflows.

The physicochemical properties of 2-(2-Nitrophenyl)pyrrolidine include a molecular weight of 192.22 g/mol and moderate solubility in polar organic solvents. Researchers emphasize its stability under ambient conditions, making it suitable for high-throughput screening platforms. Analytical techniques like HPLC and NMR spectroscopy confirm its purity, while computational studies model its conformational flexibility—a key consideration in structure-activity relationship (SAR) studies.

In pharmaceutical contexts, this compound's pyrrolidine scaffold aligns with current investigations into CNS-targeting agents and enzyme inhibitors. Patent literature reveals its utility in developing kinase modulators, addressing popular search queries like "nitrophenyl compounds in cancer research." The nitro group also facilitates bioisosteric replacements, a strategy dominating medicinal chemistry forums.

From a synthetic perspective, CAS 1016766-50-9 serves as a precursor for chiral auxiliaries and asymmetric catalysts, reflecting industry demand for stereoselective synthesis methods. Its compatibility with microwave-assisted reactions and flow chemistry systems positions it as relevant to lab automation trends. Safety data sheets confirm its classification as non-hazardous under standard handling protocols.

Environmental researchers are exploring 2-(2-Nitrophenyl)pyrrolidine's biodegradation pathways, responding to searches about "nitroaromatic environmental fate." Recent publications describe its potential in photocatalysis and energy storage materials, connecting to renewable energy discussions. The compound's UV absorption characteristics make it valuable for optical material development.

Quality control protocols for 1016766-50-9 emphasize chromatographic purity (>98%) and strict residual solvent limits, meeting GMP standards for pharmaceutical intermediates. Suppliers typically provide detailed COA documentation, a frequent search term among procurement specialists. Storage recommendations include protection from light at 2-8°C to maintain stability.

Emerging applications include its use in metal-organic frameworks (MOFs) and supramolecular chemistry, areas gaining traction in nanotechnology searches. The compound's hydrogen bonding capacity enables design of functional materials, while its redox-active nitro group supports electrochemical sensor development.

Academic interest in 2-(2-Nitrophenyl)pyrrolidine continues to rise, with SciFinder and Reaxys showing increasing publication rates. Its combination of rigidity (from the phenyl ring) and flexibility (from the pyrrolidine) makes it valuable for conformational analysis studies, frequently discussed in computational chemistry circles.

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