2-Hydroxyphenylboronic acid CAS: 89466-08-0
Catalog Number | XD93446 |
Product Name | 2-Hydroxyphenylboronic acid |
CAS | 89466-08-0 |
Molecular Formula | C6H7BO3 |
Molecular Weight | 137.93 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
2-Hydroxyphenylboronic acid, also known as o-hydroxyphenylboronic acid, is a versatile organic compound widely used in various fields, including organic synthesis, materials science, and medicinal chemistry.One of the primary applications of 2-Hydroxyphenylboronic acid is in organic synthesis as a valuable reagent for carbon-carbon bond formation. Boronic acids, such as 2-Hydroxyphenylboronic acid, readily react with nucleophiles, such as alcohols or amines, to form boronate esters. These boronate esters undergo subsequent transformations, such as Suzuki-Miyaura cross-coupling reactions, allowing for the construction of complex organic molecules. This versatile reactivity makes 2-Hydroxyphenylboronic acid an essential building block in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals.In addition to carbon-carbon bond formation, 2-Hydroxyphenylboronic acid can undergo a variety of reactions to introduce other functional groups. For example, it can be oxidized to form quinones or aryl radicals, which can be further functionalized to yield diverse chemical scaffolds. These transformations enhance the synthetic utility of 2-Hydroxyphenylboronic acid and enable the creation of structurally complex molecules.Another important application of 2-Hydroxyphenylboronic acid lies in materials science. The hydroxy group present in the molecule allows for strong hydrogen bonding interactions, making it a useful building block for designing supramolecular assemblies or functional materials. The ability to form hydrogen bonds enables the self-assembly of 2-Hydroxyphenylboronic acid into well-defined nanostructures or the modification of surfaces to impart desired properties, such as enhanced hydrophilicity or biocompatibility.Furthermore, 2-Hydroxyphenylboronic acid has gained attention in medicinal chemistry due to its potential as a bioactive compound. The boronic acid moiety can selectively interact with diols or boronate ester-sensitive functional groups in biological targets, making it a valuable component in the design of enzyme inhibitors or receptor ligands. This boronate-based approach has shown promise in the development of therapeutics for various diseases, including cancer, diabetes, and inflammation.Overall, 2-Hydroxyphenylboronic acid is a versatile compound with significant applications in organic synthesis, materials science, and medicinal chemistry. Its reactivity in carbon-carbon bond formation, ability to introduce other functional groups, and potential as a bioactive compound make it a valuable tool for researchers in diverse scientific disciplines.