CAS 144025-03-6: 2,4-Difluorophenylboronic acid

2,4-Difluorobenzeneboronic acid

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

2,4-Difluorophenylboronic acid is a boronic ester with two hydroxyl groups. It has two functional groups: hydrogen bond and fluorine. This compound is a light emitter with the wavelength at 360 nm. The molecule contains an ancillary ligand that stabilizes the negative charge on the phenyl group. 2,4-Difluorophenylboronic acid is also a boronate ester with a coordination geometry of octahedral and a cross-coupling reaction mechanism. The compound can be synthesized in three steps starting from picolinic acid and boron trichloride. 2,4-Difluorophenylboronic acid has been shown to have an optical property of fluorescence emission when exposed to UV light at 365 nm and blue light at 460 nm.

Applications 2,4-Difluorophenylboronic Acid is used as a reagent in suzuki-miyaura coupling reactions such as in the synthesis of enantiomerically pure 3,3'-bis-arylated BINOL derivatives. Also used in the synthesis of highly efficient phospherescent iridium (III) complexes which are used for light-emiiting diodes. References Qu, B., et al.: J. Org. Chem., 81, 745 (2016); Tao, P., et al.: Adv. Funct. Mater., 26, 881 (2016);

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.