MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms II: Electrophilic and Radical Reactions / Electrophilic aromatic substitution: mechanism and directing effects
JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2165

For electrophilic attack on anisole, which statements about the arenium ions are correct?

  1. Ameta attack gives a contributor with positive charge on the carbon bearing
  2. Bpara attack gives a contributor with positive charge on the carbon bearing
  3. Cin the meta arenium ion the oxygen lone pair can delocalise into the ring and form an oxonium contributor
  4. Dortho attack gives a contributor with positive charge on the carbon bearing

Answer: B, D

For ortho and para attack the positive charge appears on the carbon carrying and oxygen can stabilise it further. In meta attack the positive charge sits only on carbons that are not attached to oxygen, so the oxygen lone pair cannot participate in an oxonium contributor.
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions More on Electrophilic aromatic substitution: mechanism and directing effects
Previous questionNext question

More questions on Electrophilic aromatic substitution: mechanism and directing effects