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2-(diphenylphosphaneyl)aniline; CAS No.: 65423-44-1; 2-(diphenylphosphaneyl)aniline. PROPERTIES: 2-(diphenylphosphaneyl)aniline appears as a white to off-white crystalline powder with a slight amine odor. Its molecular formula is C18H17N2P, corresponding to a molecular weight of approximately 310.31 g/mol. The compound exhibits a melting point in the range of 120-123 C and demonstrates moderate solubility in common organic solvents such as toluene, hexane, and diethyl ether while being sparingly soluble in water. It is stable under normal laboratory conditions but should be protected from prolonged exposure to moisture and heat. Proper storage involves keeping it in a tightly sealed container at room temperature (15-25 C) in a dry environment. Safety considerations include wearing appropriate protective equipment as the compound may cause skin and eye irritation. Inhalation of dust should be avoided, and in case of accidental exposure, thorough washing with water and medical consultation is advised. APPLICATIONS: 2-(diphenylphosphaneyl)aniline serves as a specialized intermediate in the synthesis of phosphorus-containing heterocycles and organophosphorus compounds. Its diphenylphosphino and aniline groups provide structural features important for forming coordination complexes and catalytic systems used in asymmetric synthesis (Journal of Catalysis). In medicinal chemistry, 2-(diphenylphosphaneyl)aniline functions as a building block for creating bioactive molecules, including certain antiviral agents and enzyme inhibitors, where its phosphorus-containing structure facilitates selective targeting of biological pathways (Bioorganic & Medicinal Chemistry Letters). Additionally, the compound finds application in the development of fluorescent probes for bioimaging, where its phosphino group allows for selective labeling of biological targets such as proteins and nucleic acids (Analytical Chemistry). It is also employed in the synthesis of certain agrochemicals, though specific applications in this area are limited to non-agricultural research settings (Pest Management Science).