9-(biphenyl-3-yl)-carbazol-3-yl boronic acid(CAS: 1416814-68-0)

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid is a crystalline solid with a molecular weight of approximately 426.32 g/mol. It has low solubility in common organic solvents like water but is more soluble in polar solvents such as dimethylformamide (DMF). This compound exhibits moderate reactivity in organic reactions, particularly in condensation and coupling reactions due to its boronic acid functionality.

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid can be synthesized via a Suzuki coupling reaction using 3-bromo-9-carbazolylbenzene and biphenyl-3-ylboronic acid as reactants. Palladium(II) acetate and tri-ortho-tolylphosphine (Pd(OAc)₂/PrPh₃) are often used as catalysts, with sodium carbonate as a base. The reaction typically proceeds at 80°C, yielding a high purity compound with good selectivity.

9-(biphenyl-3-yl)-carbazol-3-yl boronic acid has applications in the pharmaceutical and semiconductor industries. It is used as a precursor in the synthesis of new materials for organic electronics and optoelectronics. Additionally, it can be employed in the development of novel sensors and as a component in certain polymer-based materials.

When handling 9-(biphenyl-3-yl)-carbazol-3-yl boronic acid, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place away from direct sunlight. In case of a spill, it should be cleaned up using absorbent paper and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.