4-Propylphenylboronic acid
Semiconductor Display Materials 2025-03-04
4-Propylphenylboronic acid is an organoboron compound with a propyl substituent on the phenyl ring and a boronic acid group. This compound is valuable in organic synthesis and material science due to its versatile reactivity and specific structural properties.
Key Properties
| Property | Details |
|---|---|
| IUPAC Name | 4-Propylphenylboronic acid |
| CAS Number | 134150-01-9 |
| Molecular Formula | C₉H₁₃BO₂ |
| Molecular Weight | 164.01 g/mol |
| Appearance | White or off-white powder |
| Density | 1.05 g/cm³ |
| Boiling Point | ~299.1°C |
| Melting Point | 89-97°C |
| Acidity (pKa) | 8.71±0.10 |
| Synthesis Method | Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura coupling) |
| Applications | Organic synthesis, medicinal chemistry, development of novel pharmaceuticals |
Synthesis
4-Propylphenylboronic acid is typically synthesized via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. This method involves the reaction of a brominated propylbenzene with boron reagents, facilitated by a palladium catalyst, to construct the propylphenylboronic acid efficiently.
Applications
In organic synthesis, 4-Propylphenylboronic acid serves as a useful building block for the preparation of complex molecules, especially those requiring defined stereochemistry and functionality. The propylphenyl 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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