4-Propylphenylboronic acid

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Category:Semiconductor Display Materials

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Introduction

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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