Quantrex Quantrex AcademyJEE · NEET · NDA PYQs with solutions Open app
Fundamentals of Organic ChemistryChemistryHaloalkanes and Haloarenes

Arrange the following compounds in decreasing order of their reactivity towards nucleophilic aromatic substitution ( S_NAr ): (I) (II) (III)

Options

  1. A(II) > (III) > (I)
  2. B(I) > (III) > (II)
  3. C(III) > (I) > (II)
  4. D(I) > (II) > (III)

Correct answer

A. (II) > (III) > (I)

Step-by-step solution

The reactivity of aryl halides towards nucleophilic aromatic substitution ( S_NAr ) depends on the stability of the carbanion intermediate formed during the reaction. Electron-withdrawing groups stabilize this intermediate and increase the rate of reaction. A nitro group at the ortho or para position with respect to the leaving group stabilizes the intermediate strongly through both resonance ( -M ) and inductive ( -I ) effects. A nitro group at the meta position stabilizes the intermediate only through the weaker

Practice Haloalkanes and Haloarenes on Quantrex Academy →

More from Haloalkanes and Haloarenes

All Haloalkanes and Haloarenes questions Full Haloalkanes and Haloarenes list All Fundamentals of Organic Chemistry PYQs