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4-bromo-3-cyanoindole; CAS No.: 903131-13-5; 4-bromo-3-cyanoindole. PROPERTIES: This bromo-cyano-substituted indole features molecular formula C?H?BrN? with molecular weight 205.04 g/mol. It generally appears as a white crystalline powder. Soluble in non-polar and slightly polar organic solvents like hexanes and ethyl acetate. Melting point approximately 100-105 C. Exhibits IR absorption for cyano (~2220 cm??) and C-Br groups (~600-500 cm??). Thermogravimetric analysis reveals weight loss onset above 150 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 bromo-cyano-substituted indole, 4-bromo-3-cyanoindole is predominantly utilized in the synthesis of indole-based antitubercular agents. It serves as a key intermediate in constructing the core indole framework of these compounds, where the cyano group provides enhanced binding affinity for Mycobacterium tuberculosis targets 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 indole framework enables conjugation to fluorophores with enhanced photostability (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the bromo and cyano substituents contribute to improved flame retardancy and mechanical properties (Polymer International).