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Which of the following carbocations is highly UNSTABLE due to the orthogonal placement of its empty GOC and Organic Chemistry Basics Chemistry Question

Question

Which of the following carbocations is highly UNSTABLE due to the orthogonal placement of its empty orbital relative to an adjacent $\pi$ -system?

Answer: C

💡 Solution & Explanation

In a vinylic carbocation, the positive charge resides on an $sp$ hybridized carbon. The empty orbital is perpendicular to the $\pi$ -bond, entirely preventing resonance stabilization. Placing a formal charge on a highly electronegative $sp$ carbon is thermodynamically unfavorable.

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