2-Chloro-1H-isoindole-1,3(2H)-dione(CAS: 3481-09-2)

2-Chloro-1H-isoindole-1,3(2H)-dione is a white or off-white crystalline solid with a molecular weight of approximately 193.59 g/mol. It has a solubility of about 0.3 g/L in water. Chemically, it is moderately reactive, showing some tendency to undergo substitution reactions. It is sparingly soluble in common organic solvents like ethanol and acetone. This compound is insoluble in polar aprotic solvents like dimethylformamide.

2-Chloro-1H-isoindole-1,3(2H)-dione is typically synthesized via the oxidation of 2-chloroisoindoline-1,3-dione. A common method involves the treatment of 2-chloroisoindoline-1,3-dione with a strong oxidizing agent like potassium permanganate or potassium dichromate in aqueous media. This process provides good selectivity and yields up to 90% of the target compound.

2-Chloro-1H-isoindole-1,3(2H)-dione is utilized in the pharmaceutical industry for the synthesis of various drug intermediates. It also finds applications in the polymer industry, where it serves as a precursor for the production of certain types of polymers. Additionally, this compound is used in the development of sensors for detecting specific chemical species and in semiconductor technology due to its unique electronic properties.

When handling 2-Chloro-1H-isoindole-1,3(2H)-dione, appropriate personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. This compound should be used in a fume hood to minimize inhalation risk. Spills should be cleaned up using appropriate absorbent materials, and the area should be well-ventilated. In case of exposure, seek medical attention immediately. Always refer to the Safety Data Sheet (SDS) for specific handling and emergency procedures.