7-Chloro-1,3-dihydro-2H-indol-2-one(CAS: 25369-33-9)

7-Chloro-1,3-dihydro-2H-indol-2-one is a solid with a white to off-white crystalline form. Its molecular weight is approximately 223.67 g/mol. The compound has limited water solubility and excellent solubility in organic solvents like dichloromethane and acetonitrile. It is moderately reactive towards nucleophiles and is known to undergo electrophilic aromatic substitution reactions.

7-Chloro-1,3-dihydro-2H-indol-2-one can be synthesized through the condensation of 2-chloroacetophenone with indole. The reaction requires a base like sodium hydroxide and is carried out in a solvent such as water or methanol. The yield is typically around 70-80%, and the reaction is selective towards the formation of the 2-hydroxy-3-chloroacetophenone intermediate which then cyclizes to form the target compound.

7-Chloro-1,3-dihydro-2H-indol-2-one is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various drugs. It also finds applications in the development of sensors and semiconductors due to its unique chemical properties. In polymers, it serves as a functional monomer with potential for introducing specific functionalities.

When handling 7-Chloro-1,3-dihydro-2H-indol-2-one, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be immediately cleaned up and disposed of according to safety data sheet (SDS) guidelines. Always consult the SDS for detailed safety information.