4-Bromo-2,6-difluoroaniline (CAS number 67567-26-4) is an aniline derivative with a bromine at para-position and two fluorines at ortho-positions. The multiple substituents have different chemical reactivities, making 4-bromo-2,6-difluoroaniline a versatile building block in chemical synthesis. The bromo-substituent allows Pd-catalyzed coupling reaction for expanding the size of the molecule. The amine group is used as a nucleophile in a chemical reaction, or it can also be oxidized to amine oxide to synthesize conjugated azo compounds. The fluoro-substitutes adjust the energy level of the molecular orbitals while they can undergo nucleophilic aromatic substitution for designing macromolecules.
A Pd-azobenzene complex based on 4-bromo-2,6-difluoroaniline has shown photo-switching properties. It can reversibly switch to two discrete self-assembled structures. A conjugated quasiplanar triarylamines synthesized from 4-bromo-2,6-difluoroaniline is used as hole-transporting material in perovskite solar cells and OLEDs.