Question

In the following reaction, which of the halogen atoms will be displaced by the nucleophile $\left(N{u}^{-}\right)$ most readily?

• A. 2
• B. 3
• C. 8
• D. 11

Answer 1

The correct option is A 2

That halogen atom will be displaced most readily which is present at ortho or para position from an electron withdrawing group (here $-N{O}_2$).
This is because, the carbanion intermediate will be stabilized by $-M$ effect of $-N{O}_2$ at ortho and para positions only.
Also, the effect of stabilization is highest in the ring to which the $-N{O}_2$ is directly attached
Since, $-Cl$ at position 2 is present in the same ring and at ortho position, so that $-Cl$ is replaced most readily