Question

In which of the following compounds, the $C-Cl$ bond ionisation shall give most stable carbonium ion?

• A.
  
• B.
  
• C.
  
• D.

Answer 1

The correct option is D

Option (a) will give benzyl carbocation. Option (b) will give primary carbocation destabilized by $-N{O}_2$ group (c) will give secondary carbocation and (d) will give tertiary carbocation.
Here (d) is slightly more stable than (a).