Q.
Which of the following carbocation is not resonance stabilised?
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Organic Chemistry – Some Basic Principles and Techniques
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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 π - electron cloud cannot enter the VACANTp−orbital from the ring.