1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone(CAS: 60875-16-3)

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone is a white crystalline solid with a molecular weight of approximately 236.17 g/mol. It has a pKa of around 4.0, indicating it is acidic. Soluble in common organic solvents like DMSO and alcohol but slightly soluble in water. It is stable under normal conditions but may react with strong bases. It has a melting point of 198-200°C.

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone can be synthesized by reacting 4-chloroacetophenone with methyl isonicotinohydrazide in the presence of a base like sodium hydroxide. The reaction involves a nucleophilic substitution followed by an acid-catalyzed condensation. The yield is typically around 75-80%, and the product can be purified by recrystallization.

1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone is primarily used in pharmaceutical applications for the synthesis of drugs and intermediates. It also finds applications in the preparation of sensors and semiconductors. Due to its unique chemical structure, it is also used in polymer synthesis as a functional monomer.

When handling 1-(4-Carboxyphenyl)-3-methyl-5-pyrazolone, wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure the use of a fume hood to minimize inhalation risks. Store the compound in a cool, dry place away from direct sunlight. Spills should be cleaned up immediately using appropriate cleanup materials. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions.