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4-(4-hydroxyphenoxy)benzoic acid; CAS No.: 500-76-5; 4-(4-hydroxyphenoxy)benzoic acid. PROPERTIES: This hydroxyphenoxy-substituted benzoic acid features molecular formula C??H??O? with molecular weight 218.20 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 150-155 C. Exhibits IR absorption for carboxylic acid (~2900-2500 cm??) and hydroxyl groups (~3300 cm??). Thermogravimetric analysis indicates decomposition 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 hydroxyphenoxy-substituted benzoic acid, 4-(4-hydroxyphenoxy)benzoic acid is predominantly utilized in the synthesis of liquid crystal materials. It serves as a key intermediate in constructing mesogenic units for liquid crystal displays, where the phenoxy group provides valuable polarity for alignment and response properties as demonstrated in materials science research (Liquid Crystals). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its hydroxyl and phenoxy functionalities enable conjugation to biomolecules via oxime formation and esterification (Bioconjugate Chemistry). In medicinal chemistry, it functions as a building block for constructing kinase inhibitors, where the benzoic acid group forms hydrogen bonds with target enzymes (Journal of Medicinal Chemistry).