Which stereochemical outcome is predominantly expected when an optically active tertiary alkyl halid — Reaction Mechanism Chemistry Question
Question
Which stereochemical outcome is predominantly expected when an optically active tertiary alkyl halide undergoes an $S_N1$ solvolysis reaction?
Answer: C
💡 Solution & Explanation
$S_N1$ proceeds via an $sp^2$ planar carbocation. Nucleophilic attack is equally probable from both faces, yielding a nearly 50:50 racemic mixture. A slight excess of inversion occurs due to the leaving group temporarily blocking the front face (intimate ion pair).
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