Cyclohexylboronic Acid Pinacol Ester丨CAS 87100-15-0

Cyclohexylboronic acid pinacol ester is an important organoboron compound widely used in organic synthesis, pharmaceutical research, and materials chemistry. It serves as a stable boron-containing reagent in carbon–carbon bond-forming reactions, particularly in Suzuki–Miyaura cross-coupling, where it enables the construction of substituted aromatic and aliphatic frameworks. In medicinal chemistry, it is applied in the synthesis of drug candidates, bioactive intermediates, and complex molecular scaffolds that contain cyclohexyl substituents for enhanced lipophilicity and metabolic stability. The compound is also used in agrochemical development for preparing herbicide and pesticide intermediates. In materials science, it supports the synthesis of functional polymers, liquid crystals, and organic electronic materials through controlled coupling and polymerization reactions.

The benefits of cyclohexylboronic acid pinacol ester arise from its high stability, controlled reactivity, and ease of handling. The pinacol ester form protects the boronic acid moiety from rapid hydrolysis and oxidation, providing extended shelf life and consistent performance. It exhibits excellent compatibility with common palladium catalysts, bases, and solvents used in cross-coupling reactions, enabling high yields and reproducibility. The cyclohexyl group contributes hydrophobicity and conformational flexibility, which are valuable in drug design and material optimization. Its crystalline or low-volatility form allows accurate weighing, safe handling, and convenient storage in laboratory and industrial environments.