MHT CET Chemistry question

Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but chlorine of 2, 4-dinitrochlorobenzene is readily replaced. This is because

(A) makes the ring electron rich at ortho and para positions
(B) withdraws from meta-positions
(C) donates at m-position
(D) withdraws from ortho/para-positionsCorrect

Answer: (D)

Solution

Nitro groups ortho and para to Cl withdraw electrons by resonance and induction, stabilising the negatively charged intermediate of nucleophilic aromatic substitution;

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-043402