4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane(CAS: 865350-17-0)

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane is a colorless liquid with a molecular weight of 184.2 g/mol. It has a melting point of -48°C and a boiling point of 105-106°C. This compound is moderately soluble in common organic solvents such as chloroform and dimethyl sulfoxide. Chemically, it is known for its reactivity in organoboron chemistry, particularly in coupling reactions with Grignard reagents and organolithium compounds.

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane can be synthesized via the homologation of 1,3,2-dioxaborine-2-yl triflate with 1-bromopropane in the presence of an alkali metal carbonate. The reaction is typically carried out at room temperature, and the product is isolated by column chromatography using appropriate eluents. The yield is usually around 70-80%.

4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane is widely used in pharmaceuticals for the synthesis of complex molecules, and in polymer chemistry for the development of new materials. It also finds applications in the production of sensors and semiconductors, particularly in organoboron chemistry for catalytic processes.

When handling 4,4,5,5-Tetramethyl-2-[(1Z)-1-propen-1-yl]-1,3,2-dioxaborolane, it is crucial to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood. Avoid skin contact and inhalation. In case of spills, neutralize with an appropriate reagent and collect the residue for proper disposal. Always refer to the safety data sheet (SDS) for detailed emergency procedures.