Which of the following para-substituted benzyl alcohols reacts fastest with HBr?
Inductive effects will play much more of a role in electrophilic aromatic substitution. Here, positive charge on a benzylic position is being delocalized to the aromatic ring, and the question is asking which group will best stabilize this positive charge (via resonance):




Between $\ce{-H}$ (neutral), $\ce{-NO2}$ (which would destabilize the positive charge), $\ce{-Cl}$ (poor at stabilizing positive charge), and $\ce{-OCH3}$ (good at stabilizing positive charge), $\ce{-OCH3}$ is the clear winner.