4-Ethylbiphenylboronic acid
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Category：Semiconductor Display Materials | Brand：MT
Introduction
4-Ethylbiphenylboronic acid is an organoboron compound featuring a biphenyl system with an ethyl substituent on one phenyl ring and a boronic acid group on the other. This compound is of interest due to its potential applications in organic synthesis and material science.
Key Properties
| Property | Details |
|---|---|
| IUPAC Name | 4-Ethylbiphenylboronic acid |
| CAS Number | 153035-62-2 |
| Molecular Formula | C₁₄H₁₅BO₂ |
| Molecular Weight | 226.08 g/mol |
| Appearance | White powder |
| Density | 1.13 g/cm³ |
| Boiling Point | ~401.8°C |
| Acidity (pKa) | 8.61±0.17 |
| Synthesis Method | Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura coupling) |
| Applications | Organic synthesis, medicinal chemistry, development of novel pharmaceuticals |
Synthesis
The compound is commonly synthesized via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. This method involves the reaction of a brominated biphenyl with an ethylboronic acid, facilitated by a palladium catalyst, to construct the biphenyl framework efficiently.
Applications
In organic synthesis, 4-Ethylbiphenylboronic acid serves as a valuable building block for the preparation of complex molecules, especially those requiring defined stereochemistry and functionality. The biphenyl structure makes it a promising candidate for the development of novel pharmaceuticals, agrochemicals, and functional materials. The boronic acid moiety can be further transformed into other functional groups, expanding the scope of its applications.
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