Consider the highly stable tert-butyl free radical intermediate (). What is the absolute total number of adjacent C-H -bonds that are capable of parallel overlap with the half-filled p-orbital to stab

Question

Consider the highly stable tert-butyl free radical intermediate ($(CH_3)_3C^\bullet$). What is the absolute total number of adjacent C-H $\sigma$ -bonds that are capable of parallel overlap with the half-filled p-orbital to stabilize the radical center?

Prashant Kotian · Accepted Answer

Correct answer: 9. The central hybridized carbon atom, which bears the unpaired odd electron in a p-orbital, is flanked directly by three separate methyl () groups. Each methyl group contains 3 -C-H -bonds. Therefore, there are exactly bonds available for hyperconjugative stabilization.

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