Question

Which position of benzotoluidine, designated by the letters A-D, would most readily undergo chlorination on treatment with ${Cl}_2$ and ${FeCl}_3$?

• A. A
• B. B
• C. C
• D. D

Answer 1

The correct option is C C

As $-CO-$ is deactivating group and $-NHR$ is activating group so it will increase electron density of benzo toluidine at ortho and para position of ring and as para position is already occupied so chlorine electrophile attacks at ortho position $\left(C\right)$.