[3-(2-Hydroxyethyl)phenyl]boronic acid(CAS: 647853-32-5)

[3-(2-Hydroxyethyl)phenyl]boronic acid is a crystalline solid with a molecular weight of approximately 230.23 g/mol. It has a solubility of about 2.5 g/L in water. Chemically, it is a boronic acid derivative with a phenolic hydroxyl group that makes it reactive towards various electrophiles, particularly in organocatalytic reactions. Its reactivity and solubility make it useful in organic synthesis and biochemistry.

[3-(2-Hydroxyethyl)phenyl]boronic acid is commonly synthesized via the Suzuki coupling reaction. The synthesis involves the reaction of phenyllithium with 2-hydroxyethyl boronic acid to form the boronic ester, which is then coupled with a halide or tosylate under palladium catalysis. This method provides good yields and high selectivity, making it a versatile route for this compound.

[3-(2-Hydroxyethyl)phenyl]boronic acid is primarily used in the pharmaceutical and polymer industries. It is employed as a boronic acid derivative in organic synthesis for the formation of biologically active molecules. Additionally, its use in the preparation of functional polymers and as a ligand in sensing applications is also reported.

When handling [3-(2-Hydroxyethyl)phenyl]boronic acid, it is important to use appropriate personal protective equipment (PPE), including gloves and safety goggles. Store it in a cool, dry place away from direct sunlight and flammable materials. In case of a spill, handle it in a fume hood using absorbent material, and consult the Safety Data Sheet (SDS) for specific instructions on disposal and cleanup.