3-Tolylboronic acid CAS: 17933-03-8
Catalog Number | XD93460 |
Product Name | 3-Tolylboronic acid |
CAS | 17933-03-8 |
Molecular Formula | C7H9BO2 |
Molecular Weight | 135.96 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
3-Tolylboronic acid, also known as 3-methylphenylboronic acid, is a chemical compound that finds significant use in organic synthesis and medicinal chemistry.One of the primary applications of 3-Tolylboronic acid is its utilization in transition metal-catalyzed cross-coupling reactions. This compound serves as a boronic acid building block, enabling the formation of carbon-carbon or carbon-heteroatom bonds. For instance, it can partake in Suzuki-Miyaura cross-coupling reactions, where it reacts with aryl or vinyl halides under palladium catalysis to yield biaryl compounds. Such cross-coupling reactions have wide-ranging utility in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and other valuable compounds.The presence of a methyl group at position 3 in 3-Tolylboronic acid confers specific properties to its derivatives. This substituent can influence the compound's reactivity, selectivity, and biological activity. Moreover, it can serve as a protecting group for other functional groups during synthetic transformations. These properties make 3-Tolylboronic acid an essential building block for the construction of diverse molecular architectures.In medicinal chemistry, 3-Tolylboronic acid and its derivatives are of interest as potential drug candidates. The presence of the methyl group can modulate the compound's interactions with biological targets, impacting its potency and selectivity. Additionally, the boronic acid moiety can form reversible covalent bonds with certain enzymes, offering avenues for the design of enzyme inhibitors. Its versatility in synthetic transformations allows for the development of a wide range of drug-like molecules with tailored properties.Furthermore, 3-Tolylboronic acid is employed in other areas of research, such as materials science and catalysis. It can be integrated into advanced materials, including polymers and metal-organic frameworks, to introduce specific functionalities. This compound can also act as a ligand in transition metal complexes, influencing their catalytic activity and selectivity in various reactions, such as hydrogenation and oxidation.In summary, 3-Tolylboronic acid is a versatile compound with diverse applications in organic synthesis, medicinal chemistry, materials science, and catalysis. Its role as a boronic acid building block allows for the formation of complex carbon frameworks, making it valuable in the synthesis of biologically active compounds. Additionally, the presence of the methyl group provides opportunities for tailoring the properties of derivatives, and its use in materials and catalysis enhances the functionality of advanced materials and influences chemical transformations.