4- (trans-4-pentylcyclohexyl) phenylboronic acid
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Category：Semiconductor Display Materials MOQ:100KG Shipped directly from China
Introduction
4- (trans-4-pentylcyclohexyl) phenylboronic acid is an organoboron compound characterized by a pentylcyclohexyl substituent on the phenyl ring and a boronic acid group. This compound is of significant interest in organic synthesis and material science due to its unique structure and versatile reactivity.
Key Properties
| Property | Details |
|---|---|
| IUPAC Name | 4- (trans-4-pentylcyclohexyl) phenylboronic acid |
| CAS Number | 143651-26-7 |
| Molecular Formula | C₁₇H₂₇BO₂ |
| Molecular Weight | 274.21 g/mol |
| Appearance | White powder |
| Boiling Point | ~421.1°C |
| Acidity (pKa) | 8.70±0.17 (predicted) |
| Synthesis Method | Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura coupling) |
| Applications | Organic synthesis, medicinal chemistry, development of novel pharmaceuticals |
Synthesis
4- (trans-4-pentylcyclohexyl) phenylboronic acid can be synthesized via palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. This method involves the reaction of a brominated phenylboronic acid with a bromopentylcyclohexane, facilitated by a palladium catalyst, to construct the pentylcyclohexylphenylboronic acid efficiently.
Applications
In organic synthesis, 4- (trans-4-pentylcyclohexyl) phenylboronic acid serves as a valuable building block for the preparation of complex molecules, particularly those requiring defined stereochemistry and functionality. The pentylcyclohexylphenyl 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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