Q. Which of the following carbocation is not resonance stabilised?

 2396  178 Organic Chemistry – Some Basic Principles and Techniques Report Error

Solution:

In option there is SIR (Steric Inhibition to Resonance) The methyl groups placed at ortho positions repel the carbocationic group thus mal-aligning the orbitals

image

in the same plane, the - electron cloud cannot enter the orbital from the ring.