MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms II: Electrophilic and Radical Reactions / Electrophilic aromatic substitution: mechanism and directing effects
JEE Main levelSingle correct optionDifficulty 2 of 3o2130

Nitration of tert-butylbenzene with and gives mainly

  1. A1-tert-butyl-2-nitrobenzene
  2. B1-tert-butyl-2,4-dinitrobenzene
  3. C1-tert-butyl-3-nitrobenzene
  4. D1-tert-butyl-4-nitrobenzene

Answer: D

The tert-butyl group is a weakly activating o/p director. The bulky group hinders approach of the electrophile to the ortho positions, so the para isomer predominates. The meta isomer is only a trace.
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