In this work, we demonstrate that the strong coupling between molecule and cavity can dramatically change the reaction outcome of the bromination of nitrobenzene in its ground state. The bromination of nitrobenzene is a textbook electrophilic aromatic substitution (EAS) reaction, where, meta-bromination is the predominant product under many standard conditions. The observation of exclusively metabromination has been well-explained by the relative stability of the three possible cationic intermediates of PhNO 2 -Br + (see Scheme 1) using resonance structure analysis. These and similar reactions have also been explored with density functional theory; although in some cases alternative mechanisms have been proposed, the Wheland intermediate explains the regiochemistry for nitrobenzene bromination in polar solvents well.