4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran(CAS: 1131912-76-9)

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is a colorless solid with a molecular weight of approximately 238.3 g/mol. It has a moderate solubility in common organic solvents such as dichloromethane and acetonitrile. This compound is known for its reactivity in boron-containing reactions, particularly in organoboron couplings. It is highly stable under normal conditions but may react with strong acids or bases.

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is synthesized through a multistep process involving the formation of a tetra-substituted borate ester followed by a ring-closing metathesis. The key steps include the use of a Grignard reagent and a boronic acid to form the desired tetrahydro-2H-pyran derivative. The reaction conditions are optimized for high yields and selectivity.

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran is widely used in the pharmaceutical and polymer industries. It serves as a key building block in the synthesis of complex molecules and as a functional group for various modifications in materials science. Additionally, it is utilized in the development of sensors and semiconductors due to its unique chemical properties.

When handling 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)tetrahydro-2H-pyran, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbent materials, and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.