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5-chloro-2-(4-chlorophenoxy)aniline; CAS No.: 121-27-7; 5-chloro-2-(4-chlorophenoxy)aniline. PROPERTIES: 5-chloro-2-(4-chlorophenoxy)aniline is a white crystalline powder with a molecular formula of C11H8Cl2NO. It has a molecular weight of 245.09 g/mol and a melting point of approximately 88-92 C. The compound exhibits moderate solubility in water and is more soluble in polar organic solvents like methanol and acetone. It is sensitive to oxidation and should be stored under nitrogen atmosphere at temperatures below 20 C in a tightly sealed container. Safety precautions include using gloves and eye protection. It is classified as a category 3 skin irritant under GHS classification. APPLICATIONS: 5-chloro-2-(4-chlorophenoxy)aniline serves as a key intermediate in the synthesis of various herbicide formulations, particularly those targeting photosystem II inhibitors. Its dichlorophenoxy group provides essential lipophilicity for herbicidal activity. In the field of medicinal chemistry, this compound is used in the preparation of anti-inflammatory agents where its aromatic system provides lipophilicity for receptor interactions. It also functions as a building block for the synthesis of fluorescent probes for detecting specific metal ions in biological systems, as reported in Analytical Chemistry. Additionally, the compound is employed in the development of novel chelating agents for environmental remediation applications, where its amine and phenoxy groups coordinate with heavy metal ions. Its unique electronic properties make it valuable in the synthesis of electroactive materials for organic photovoltaic applications, as described in the journal Advanced Energy Materials, where its ability to form ordered molecular assemblies enhances charge transport properties.