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Q.
Which of the following carbocation is not resonance stabilised?
Organic Chemistry – Some Basic Principles and Techniques
Solution:
In option $d,$ there is SIR (Steric Inhibition to Resonance) The $2$ methyl groups placed at ortho positions repel the carbocationic group thus mal-aligning the $p-$ orbitals
in the same plane, the $\pi$ - electron cloud cannot enter the $VACANT \,p- $orbital from the ring.