(2-Fluoro-4- (4-pentylcyclohexyl) phenyl) boronic acid
Semiconductor Display Materials 2025-03-04
(2-Fluoro-4-(4-Pentylcyclohexyl)phenyl)boronic acid is an organoboron compound that combines a fluorinated phenyl ring with a 4-pentylcyclohexyl substituent and a boronic acid group. This compound is of particular interest due to the unique combination of fluorine substitution and the bulky cyclohexyl group, which can influence its reactivity and physical properties.
Key Properties
| Property | Details |
|---|---|
| IUPAC Name | (2-Fluoro-4-(4-Pentylcyclohexyl)phenyl)boronic acid |
| CAS Number | 877052-48-7 |
| Molecular Formula | C₁₇H₂₆BFO₂ |
| Molecular Weight | 292.2 g/mol |
| Appearance | White powder |
| Density | ~1.06 g/cm³ |
| Boiling Point | ~415.7°C |
| Acidity (pKa) | 8.50±0.58 |
| 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 typically synthesized via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. This method involves the reaction of a fluorinated aryl halide with a 4-pentylcyclohexyl-substituted arylboronic acid, facilitated by a palladium catalyst, to construct the biphenyl framework efficiently.
Applications
In organic synthesis, (2-Fluoro-4-(4-Pentylcyclohexyl)phenyl)boronic acid serves as a valuable building block for the preparation of complex molecules, especially those requiring defined stereochemistry and functionality. The fluorinated phenyl 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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