2-Methyl-9,10-bis(phenylethynyl)anthracene(CAS: 51580-23-5)

2-Methyl-9,10-bis(phenylethynyl)anthracene is a solid with a crystalline form. It has a molecular weight of approximately 476.44 g/mol and is poorly soluble in water but soluble in organic solvents like dichloromethane and toluene. Chemically, it is known for its high reactivity towards electrophilic aromatic substitution reactions due to the presence of the vinyl groups.

2-Methyl-9,10-bis(phenylethynyl)anthracene is synthesized through a multistep process involving the introduction of vinyl groups via alkyne coupling reactions. Commonly, this involves the use of phenyl acetylene and anthracene as starting materials, with palladium catalysts and base conditions to achieve the desired coupling and substitution. The yield typically ranges from 70-80%.

2-Methyl-9,10-bis(phenylethynyl)anthracene is used in various industries. In pharmaceuticals, it serves as a precursor for the synthesis of certain drugs. In polymer science, it is used to create functionalized polymers with specific electronic properties. It also finds applications in the development of sensors due to its unique optical properties and in semiconductor technology where it can be used in organic electronics.

When handling 2-Methyl-9,10-bis(phenylethynyl)anthracene, it is important to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up immediately, and the area should be decontaminated with appropriate solvents. Always refer to the Safety Data Sheet (SDS) for detailed guidelines on handling and storage.