PhCOOOCOPh

PhCOOOCOPh is the condensed structural representation of dibenzoyl peroxide, an organic peroxide with the formula C14H10O4. It consists of two benzoyl groups (PhCO-) linked by a peroxide (O–O) bridge. This compound is widely used as a radical initiator in polymerization and related processes.

At room temperature, dibenzoyl peroxide appears as a white to pale yellow crystalline solid. It is moderately soluble in organic solvents such as acetone, benzene, and chlorinated solvents. The material is thermally labile and decomposes upon heating, releasing reactive radical species that drive polymerization reactions.

Decomposition mechanism and role as an initiator: Upon heating, dibenzoyl peroxide homolytically cleaves to two benzoyloxy radicals (PhCOO•). These radicals rapidly undergo decarboxylation to generate phenyl radicals, which initiate chain-growth polymerizations of vinyl monomers such as styrene, acrylates, and methacrylates. The process makes dibenzoyl peroxide a versatile and commonly used radical initiator in the plastics and coatings industries.

Preparation and handling: Dibenzoyl peroxide is typically produced commercially by oxidation and coupling pathways that form the peroxide linkage between two benzoyl units. It is stored in a cool, dry place in sealed containers, away from heat, flames, reducing agents, and organic materials. Because it is a strong oxidizer and can be shock-sensitive, handling requires proper safety protocols, including personal protective equipment and adequate ventilation.

Applications and safety: In polymer synthesis, it serves to initiate free-radical polymerizations and can be used in curing of resins and adhesives. It poses hazards such as explosive decomposition under improper storage or impact, skin and eye irritation, and oxidative reactivity. Appropriate storage, shipping, and handling practices are essential to mitigate these risks.