4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid(CAS: 50446-44-1)

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid is a crystalline solid with a molecular weight of approximately 542.23 g/mol. It has a low solubility in water at room temperature, making it more soluble in organic solvents such as dichloromethane and acetonitrile. The compound is highly reactive towards bases and can undergo esterification and amide formation. It exhibits high reactivity due to its multiple carboxylic acid groups.

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid is typically synthesized through a multistep process involving the coupling of 4-carboxybenzoic acid with 3,5-dibromobenzophenone. The synthesis involves the formation of an aryl coupling intermediate followed by the introduction of carboxylic acid groups. The reaction is carried out under mild conditions using catalytic amounts of palladium(II) acetate and triphenylphosphine as a ligand. The overall yield is around 70-80%.

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid finds applications in the pharmaceutical industry as a precursor for drug synthesis, in the polymer industry for the development of high-performance polymers, and in the electronics industry for use in sensor technology and semiconductor manufacturing. Its unique structure provides valuable reactivity for various chemical modifications and functionalization processes.

When handling 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid, it is crucial to wear appropriate personal protective equipment (PPE) including chemical-resistant gloves, safety goggles, and a laboratory coat. Ensure working in a well-ventilated area or fume hood to minimize exposure to fumes. Spills should be managed carefully using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.