4-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzoic acid(CAS: 85559-46-2)

4-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzoic acid is a crystalline solid with a molecular weight of approximately 357.12 g/mol. It has low solubility in water but good solubility in organic solvents like dichloromethane and acetonitrile. The compound is known for its reactivity towards nucleophiles and its stability under various conditions makes it useful in synthesis reactions.

4-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzoic acid is typically synthesized through a diazo coupling reaction involving trifluoromethyl azide and benzoic acid. The reaction is typically catalyzed by a Lewis acid like aluminum trichloride or titanium(IV) isopropoxide. The yield can be optimized by controlling the reaction temperature and time.

4-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzoic acid is primarily used in the pharmaceutical and chemical industries for its reactive diazo group. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties and reactivity.

When handling 4-[3-(Trifluoromethyl)-3H-diaziren-3-yl]benzoic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to minimize exposure. In case of spills, avoid direct contact and clean up using appropriate solvents. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and disposal.