Based on strict structural reaction pathways, which of the following exactly substituted halobenzene — Haloalkanes and Haloarenes Chemistry Question

💡 Solution & Explanation

Aryl halides safely containing powerful electron-withdrawing groups (like $-NO_2$) exactly at the ortho or para positions efficiently undergo the stabilized addition-elimination $S_NAr$ mechanism. Conversely, aryl halides containing strictly electron-donating groups like a simple methyl group (1-chloro-4-methylbenzene) fundamentally fail to stabilize the required intermediate carbanion, safely forcing the reaction to carefully proceed exclusively via the benzyne mechanism.