9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole(CAS: 618442-57-2)

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is a solid with a crystalline form. Its molecular weight is approximately 705.4 g/mol. This compound has limited solubility in organic solvents like THF and DMF. It is less reactive than typical carbazoles but can undergo typical carbazole reactions under appropriate conditions. It is stable under normal laboratory conditions and does not require special handling beyond standard organic chemical precautions.

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is typically synthesized via a palladium-catalyzed reaction involving phenylboronic acid, 9H-carbazole, and 1,3,2-dioxaborolane. The synthesis proceeds through a Suzuki coupling reaction, which allows for the introduction of the dioxaborolyl groups. The reaction requires a suitable palladium catalyst and a base. The yield is typically around 70-80%, depending on the purity of reagents and reaction conditions.

9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is used in the semiconductor and polymer industries. It can serve as a building block for organic light-emitting diodes (OLEDs) and as a monomer in the synthesis of functional polymers. In the pharmaceutical industry, it can be used in the synthesis of certain drug candidates, particularly those involving organic electronics and optoelectronics applications.

When handling 9-Phenyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, use appropriate personal protective equipment (PPE) including gloves and safety goggles. Store the compound in a sealed container at room temperature away from direct sunlight. If a spill occurs, clean it up using standard organic waste procedures. Always refer to the Material Safety Data Sheet (MSDS) for detailed information on safe handling and disposal. This compound is not considered hazardous, but standard organic chemical safety practices should be followed.