2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS: 939968-60-2)

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a colorless crystalline solid with a molecular weight of 361.04 g/mol. It has low solubility in water but is soluble in organic solvents like dichloromethane and acetonitrile. It is highly reactive due to the presence of the boron-oxygen bond and the electron-withdrawing nitro group. The compound exhibits good thermal stability and is typically used in Suzuki cross-coupling reactions.

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is synthesized by the reaction of 1,3,2-dioxaborine with 3-fluoro-4-nitrobenzyl bromide in the presence of a phase transfer catalyst such as tetrabutylammonium bromide. The reaction conditions include a suitable organic solvent like toluene and heating to 80°C. The yield is typically high, and the selectivity is excellent.

2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is widely used in the pharmaceutical and chemical industries, particularly in the synthesis of complex organic molecules and in the development of new drugs. It is also used in the polymer industry for the preparation of functionalized polymers and in the semiconductor industry for the production of high-performance electronics.

Handling 2-(3-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane requires strict laboratory safety measures. It should be handled in a well-ventilated area or a fume hood to avoid inhalation of fumes. Personal protective equipment (PPE) such as gloves, goggles, and a lab coat is essential. Spills should be cleaned up immediately using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific spill procedures. The compound should be stored away from heat and sources of ignition.