Which of the following statements rigorously describe the fundamental properties of the arenium ion — Haloalkanes and Haloarenes Chemistry Question

💡 Solution & Explanation

A) True. Drawing the resonance structures of the sigma complex shows the positive charge localizes only on the carbons ortho and para to the $sp^3$ carbon. B) False. The formation of the $sp^3$ carbon breaks the continuous cyclic loop of p-orbitals, causing a temporary but complete loss of aromaticity and its associated stabilization energy. C) True. The carbon bonded to the electrophile forms a fourth sigma bond, rehybridizing from planar $sp^2$ to tetrahedral $sp^3$. D) True. Overcoming the loss of aromaticity requires a massive energy input, making the formation of this intermediate the slow, rate-determining step.