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5-(o-hydroxyphenyl)tetrazole; CAS No.: 51449-77-5; 5-(o-hydroxyphenyl)tetrazole. PROPERTIES: This hydroxyphenyl-substituted tetrazole features molecular formula C?H?N?O with molecular weight 162.15 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 tetrazole ring stretches (~1500-1300 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 a hydroxyphenyl-substituted tetrazole, 5-(o-hydroxyphenyl)tetrazole is predominantly utilized in the synthesis of angiotensin-converting enzyme (ACE) inhibitors. It serves as a key intermediate in constructing the core scaffold of these compounds, where the tetrazole ring provides enhanced binding affinity for the ACE active site 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 tetrazole functionality enables conjugation to biomolecules via click chemistry reactions (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polytetrazole polymers with enhanced thermal stability, where the hydroxyphenyl group contributes to improved flame retardancy and mechanical properties (Polymer Chemistry).