4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide(CAS: 6410-26-0)

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is a crystalline compound with a molecular weight of approximately 403.21 g/mol. It is sparingly soluble in water and ethanol but more soluble in organic solvents like dichloromethane and acetonitrile. The compound is known for its stability under normal conditions but can react with reducing agents. It is used in various applications requiring its unique chemical properties.

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is synthesized through a diazo coupling reaction. The process involves the diazotization of a phenolic compound followed by coupling with a 2-naphthamide derivative. Commonly, hydroxylamine hydrochloride and sodium nitrite are used as reagents, with an organic solvent like acetonitrile. The yield is typically around 70-80%.

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is primarily used in the pharmaceutical industry for its biological activity. It is also utilized in the development of sensors for detecting specific analytes and in the semiconductor industry for its electronic properties. Additionally, it has potential applications in polymer science for modifying properties of synthetic polymers.

When handling 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide, it is advisable to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. In case of a spill, it should be cleaned up using absorbent materials and disposed of according to local hazardous waste regulations. Always consult the safety data sheet (SDS) for detailed handling instructions and emergency procedures.