4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane(CAS: 889865-38-7)

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane is a colorless crystalline solid with a molecular weight of approximately 379.4 g/mol. It has a low solubility in water but is soluble in organic solvents such as acetone and ethanol. It exhibits moderate reactivity towards nucleophiles, which is typical for dioxaborolanes, and is often used in Suzuki coupling reactions.

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane can be synthesized through a multistep process involving protection of a pyran ring, followed by introduction of a phenolic group. Key reactions include a Wittig reaction, a boronation step using boronpins, and a debenzylation step. The overall yield is around 70-80%, and the reaction is typically catalyzed by palladium(II) acetate.

4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane is primarily used in the pharmaceutical and polymer industries. It is a key reagent in organic synthesis, particularly in the preparation of boron-containing compounds for medicinal applications. Its versatile reactivity also makes it useful in the synthesis of functional polymers and sensors.

When handling 4,4,5,5-Tetramethyl-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1,3,2-dioxaborolane, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work in a well-ventilated fume hood to minimize exposure. Spills should be immediately contained and cleaned up with appropriate solvents. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.