GOC and Organic Chemistry BasicshardMCQ SINGLE

While benzyl carbocations are resonance stabilized, the tertiary butyl carbocation () is found to beGOC and Organic Chemistry Basics Chemistry Question

Question

While benzyl carbocations are resonance stabilized, the tertiary butyl carbocation ($(CH_3)_3C^+$) is found to be exceptionally stable, even more so than the benzyl carbocation. What is the primary reason for this?

Answer: B

💡 Solution & Explanation

In the tertiary butyl carbocation, the presence of 9 $\alpha$ -hydrogen atoms contributes towards extensive hyperconjugation (9 hyperconjugative structures). This massive delocalization of $\sigma$ electrons makes it even more stable than the benzyl carbocation.

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