1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione(CAS: 7300-91-6)

1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione is a crystalline solid with a molecular weight of approximately 208.15 g/mol. It has a solubility of about 1.4 g/L in water, and its melting point is around 168-169°C. The compound is known for its acidic nature due to the presence of the hydroxy group, which can participate in hydrogen bonding. Chemically, it is relatively stable but can undergo ring-opening reactions under basic conditions.

1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione can be synthesized by the condensation reaction of 4-hydroxybenzaldehyde with 2,5-dione, typically using a catalyst such as p-toluenesulfonic acid (p-TSA). The reaction is carried out in a suitable solvent like toluene or acetic acid, providing a yield of around 90%. The process involves the formation of an intermediate, which is then converted to the final product.

1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione finds applications in various industries. It is used in the pharmaceutical sector for the synthesis of certain drugs, in the polymer industry as a photoinitiator, and in the semiconductor industry for the production of photoresists. Additionally, it is utilized in the development of sensors for detecting specific chemical compounds.

When handling 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione, it is important to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. The compound should be handled in a well-ventilated area or under a fume hood due to its potential for off-gassing. In case of a spill, it should be cleaned up using absorbent material and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.