CAS · 89466-08-0
Product Overview
2-Hydroxyphenylboronic acid is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | Off white to grey solid |
|---|---|
| Purity (LC) | 99% min |
| Single impurity (LC) | 0.3% max |
| Water (KF) | 14~28% |
| Solvent Residue | 0.3% max |
| ¹H NMR | Conforms |
Applications
2-Hydroxyphenylboronic acid is a versatile organoboron compound widely used in organic synthesis, medicinal chemistry, and materials science. Its boronic acid functionality allows it to participate in Suzuki–Miyaura cross-coupling reactions, enabling the formation of carbon–carbon bonds for the construction of complex aromatic and heteroaromatic systems. It is also employed in the synthesis of biologically active molecules, including enzyme inhibitors, receptor modulators, and anticancer agents, due to its ability to interact with nucleophilic centers and facilitate selective transformations. In materials science, 2-hydroxyphenylboronic acid is used in the preparation of functional polymers, sensors, and boron-containing supramolecular assemblies. Additionally, it serves as a building block for boronate esters and other derivatives used in drug discovery, molecular recognition studies, and chemical probes. Its stability and reactivity make it suitable for both laboratory research and industrial synthetic applications.
Benefits
The benefits of this compound stem from its dual functionality and chemical versatility. The boronic acid group enables selective cross-coupling reactions, while the ortho-hydroxy group provides additional hydrogen-bonding and coordination capabilities, which enhance regioselectivity and reaction efficiency. These features allow for the efficient synthesis of complex molecules with high yield and minimal side reactions. In medicinal chemistry, the compound's ability to form reversible covalent interactions with biological targets makes it valuable for designing enzyme inhibitors and molecular probes. Its stability under standard reaction conditions ensures reproducibility and safe handling, supporting both multi-step synthetic routes and high-throughput screening applications. The combination of reactivity, selectivity, and functional diversity makes 2-hydroxyphenylboronic acid an indispensable intermediate in organic synthesis and chemical research.
Conclusion
In summary, 2-hydroxyphenylboronic acid is a highly versatile intermediate with applications in organic synthesis, drug discovery, and materials science. Its roles in Suzuki–Miyaura coupling, functional polymer preparation, and bioactive molecule development, along with benefits such as dual functionality, chemical stability, and synthetic efficiency, make it an essential tool for modern chemical research and industrial synthesis. By enabling selective and reproducible construction of complex molecules, it continues to support innovation in medicinal chemistry, materials design, and advanced organic synthesis.
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