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tert-butyl 2-(methylamino)acetate hydrochloride; CAS No.: 136088-69-2; tert-butyl 2-(methylamino)acetate hydrochloride. PROPERTIES: This methylamino-substituted acetate derivative features molecular formula C?H??ClNO? with molecular weight 178.62 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 120-125 C. Exhibits IR absorption for amine (~3300-3000 cm??) and ester groups (~1750 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, tert-butyl 2-(methylamino)acetate hydrochloride should be stored at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a methylamino-substituted acetate, tert-butyl 2-(methylamino)acetate hydrochloride is predominantly utilized in the synthesis of peptide-based therapeutics. It serves as a key intermediate in constructing peptide-based fluorescent probes, where the methylamino group provides valuable electron-donating properties for enhancing fluorescence quantum yield (Journal of Medicinal Chemistry). Additionally, the compound participates in the synthesis of beta-lactam antibiotics, where its ester functionality undergoes hydrolysis to form the characteristic amide bond in the lactam ring (Journal of Antibiotics). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the tert-butyl group contributes to improved flame retardancy and mechanical properties (Polymer International). Furthermore, the compound serves as a starting material in the development of chiral ligands for asymmetric catalysis, where its methylamino group influences stereoinduction in transition metal complexes (Catalysis Science & Technology).