2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL CAS: 269409-97-4
Catalog Number | XD93452 |
Product Name | 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENOL |
CAS | 269409-97-4 |
Molecular Formula | C12H17BO3 |
Molecular Weight | 220.07 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, also known as TMDBP, is a unique compound that finds applications in various fields, including organic synthesis and materials science. Its chemical structure consists of a boron-containing cyclic ether attached to a phenolic group.One of the significant uses of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is in organic synthesis, particularly in transition-metal-catalyzed cross-coupling reactions. TMDBP acts as a boronic acid surrogate due to the presence of the boron atom in its structure. It can form covalent bonds with nucleophilic species, such as organometallic reagents or aryl lithium compounds, through the boron atom, enabling the construction of carbon-carbon bonds. This property makes TMDBP a valuable building block in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and functional materials.TMDBP is especially useful in the synthesis of pharmaceutical compounds. Its unique structure allows for the incorporation of boron atoms into drug molecules, providing a handle for further modification or enhancing their biological activity. Additionally, TMDBP enables the introduction of electron-deficient aromatic systems into drug structures, which can influence their target selectivity and potency. The compound has been employed in the development of anti-cancer agents, antibiotics, and other therapeutic agents.Furthermore, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol is applied in materials science. Its boron atom can form coordination complexes with Lewis bases, opening up possibilities for the synthesis of functional materials with unique properties. TMDBP has been utilized in the fabrication of luminescent materials, liquid crystals, and polymers. These materials can display characteristics such as optical sensing, electronic responsiveness, or specific structural arrangements, making TMDBP a valuable tool for materials research and development.In summary, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (TMDBP) finds applications in organic synthesis and materials science. Its boron-containing cyclic ether structure allows it to participate in transition-metal-catalyzed cross-coupling reactions, making it a versatile tool in the construction of carbon-carbon bonds. In the pharmaceutical industry, TMDBP is used for the synthesis of drug molecules and the modification of their biological properties. Additionally, TMDBP is employed in materials science to create functional materials with unique properties. With its ability to facilitate diverse chemical transformations, TMDBP plays an essential role in the development of various applications, ranging from drug discovery to materials design.