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N-(3-acetyl-4-hydroxyphenyl)acetamide; CAS No.: 7298-67-1; N-(3-acetyl-4-hydroxyphenyl)acetamide. PROPERTIES: This acetyl-hydroxy-substituted acetamide features molecular formula C??H??NO? with molecular weight 197.20 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 130-135 C. Exhibits IR absorption for amide (~1650 cm??) and hydroxyl groups (~3300 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store 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 an acetyl-hydroxy-substituted acetamide, N-(3-acetyl-4-hydroxyphenyl)acetamide is predominantly utilized in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs). It serves as a key intermediate in constructing the acetylhydroxamic acid portion of these compounds, where the hydroxyl group forms hydrogen bonds with target enzymes as demonstrated in medicinal chemistry research (Journal of Medicinal Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its amide functionality enables conjugation to biomolecules via reductive amination (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the acetyl and hydroxy groups contribute to improved flame retardancy and mechanical properties (Polymer International).