4-Trans-Propylcyclohexylphenylboronic acid

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Category:Semiconductor Display Materials   MOQ:100KG  Shipped directly from China

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Introduction

4-Trans-Propylcyclohexylphenylboronic acid is an organoboron compound characterized by a propylcyclohexyl 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-Propylcyclohexylphenylboronic acid
CAS Number 146862-02-4
Molecular Formula C₁₅H₂₃BO₂
Molecular Weight 246.15 g/mol
Appearance White powder
Density 1.03 g/cm³
Boiling Point ~394.9°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-Propylcyclohexylphenylboronic 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 bromopropylcyclohexane, facilitated by a palladium catalyst, to construct the propylcyclohexylphenylboronic acid efficiently.

Applications

In organic synthesis, 4-Trans-Propylcyclohexylphenylboronic acid serves as a valuable building block for the preparation of complex molecules, particularly those requiring defined stereochemistry and functionality. The propylcyclohexylphenyl 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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