4-(Aminomethyl)phenylboronic acid hydrochloride (CAS 75705-21-4)

4-(Aminomethyl)phenylboronic acid hydrochloride is a boronic acid derivative characterized by its unique boron-containing structure, which imparts significant reactivity towards various chemical entities. This compound plays a pivotal role in synthetic chemistry and molecular biology research, primarily due to its ability to form stable covalent bonds with diols and other polyols in aqueous conditions. This property is exploited in the Suzuki-Miyaura cross-coupling reactions, where it serves as a critical component for the formation of carbon-carbon bonds, facilitating the synthesis of complex organic molecules, including polymers, biologically active compounds, and various organic electronic materials. Its aminomethyl group further enhances its versatility, allowing for additional functionalization and conjugation reactions, making it useful in the development of novel chemical probes, sensors, and material science applications. The hydrochloride salt form increases its solubility in water, expanding its utility in aqueous-based synthetic procedures and enabling more efficient reaction conditions in both research and development of new methodologies.