3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile(CAS: 624741-47-5)

The compound 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is a white crystalline solid with a molecular weight of approximately 322.24 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and ethanol. The compound exhibits good reactivity towards transition metal catalysts in cross-coupling reactions, particularly in Borylation reactions.

3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is typically synthesized via Suzuki-Miyaura coupling reactions. The synthesis involves the reaction of 3-fluorophenylboronic acid with 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile in the presence of a palladium catalyst and a base. Commonly used catalysts include Pd(PPh3)4 and PdCl2(dppf), yielding the target compound with moderate to high selectivity.

3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile is primarily used in the pharmaceutical industry for the synthesis of various drug candidates. It also finds applications in the production of polymers and functional materials, as well as in the development of sensors and semiconductors due to its unique chemical functionality and reactivity.

When handling 3-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents, and the area should be properly ventilated. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.