MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms II: Electrophilic and Radical Reactions / Electrophilic aromatic substitution: mechanism and directing effects
JEE Advanced levelSingle correct optionDifficulty 3 of 3o2157

Match the substituents on benzene (List I) with their effect in electrophilic aromatic substitution (List II). List I: P ; Q ; R ; S . List II: 1 ortho/para directing, strongly activating; 2 ortho/para directing, deactivating; 3 meta directing, deactivating; 4 ortho/para directing, weakly activating.

  1. AP-2, Q-1, R-3, S-4
  2. BP-1, Q-2, R-3, S-4
  3. CP-1, Q-2, R-4, S-3
  4. DP-4, Q-2, R-3, S-1

Answer: B

Methoxy donates strongly by +M, so it is strongly activating and o/p directing (P-1). Chlorine is deactivating but o/p directing (Q-2). The acetyl group withdraws by -I and -M, so it is deactivating and meta directing (R-3). Methyl is weakly activating and o/p directing (S-4).
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions More on Electrophilic aromatic substitution: mechanism and directing effects

More questions on Electrophilic aromatic substitution: mechanism and directing effects