3-Carboxyphenylboronic acid CAS: 25487-66-5
Catalog Number | XD93444 |
Product Name | 3-Carboxyphenylboronic acid |
CAS | 25487-66-5 |
Molecular Formula | C7H7BO4 |
Molecular Weight | 165.94 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
3-Carboxyphenylboronic acid, also known as 3-Benzeneboronic acid-4-carboxylic acid or 3-Borono-4-carboxybenzoic acid, is a chemical compound that finds various applications in the fields of organic synthesis, catalysis, medicinal chemistry, and material science.One of the primary uses of 3-Carboxyphenylboronic acid is as a versatile building block in organic synthesis. The carboxylic acid group (-COOH) attached to the phenyl ring imparts unique reactivity to the compound. It can serve as a handle for further functionalization or as a directing group in the formation of carbon-carbon bonds. Chemists can utilize this property to synthesize a variety of complex organic molecules, such as pharmaceutical intermediates, agrochemicals, and functional materials.Moreover, 3-Carboxyphenylboronic acid plays a crucial role in catalysis. Boronic acids, including 3-Carboxyphenylboronic acid, can act as Lewis acids, which are electron pair acceptors. As a result, they can function as catalysts in numerous chemical reactions, such as carbon-carbon bond formations, hydrogenations, and rearrangements. This compound's presence enables efficient catalytic transformations and offers opportunities for the development of new synthetic methodologies.Another significant application of 3-Carboxyphenylboronic acid lies in its use as a building block for the synthesis of functional materials. The carboxylic acid group can undergo condensation reactions with various reagents, leading to the formation of polymer networks. This property is exploited in the preparation of polymeric gels, hydrogels, and nanoparticles with potential applications in drug delivery, tissue engineering, and sensing.In the field of medicinal chemistry, 3-Carboxyphenylboronic acid has attracted attention due to its ability to form reversible bonds with certain biomolecules. This property makes it useful in the design of biologically active compounds, including enzyme inhibitors, receptor ligands, and protein conjugates. The boronic acid moiety can specifically bind to diols or boronate ester-sensitive functional groups, enabling targeted interactions with biological targets.In summary, 3-Carboxyphenylboronic acid is a versatile compound with applications in organic synthesis, catalysis, material science, and medicinal chemistry. Its carboxylic acid group provides unique reactivity, enabling its use as a building block in diverse organic transformations. It also serves as a catalyst in various reactions, offers opportunities for the development of functional materials, and contributes to the design of biologically active compounds. 3-Carboxyphenylboronic acid plays a significant role in advancing scientific research and finding applications in diverse fields.