When applying the Saytzeff and Hofmann rules to predict the regioselectivity of elimination reaction — Reaction Mechanism Chemistry Question

💡 Solution & Explanation

Saytzeff's rule is based on alkene thermodynamic stability, favoring highly substituted double bonds (A is true). Hofmann's rule yields the less substituted alkene (B is true). Alkyl fluorides have extremely poor leaving groups, leading to significant carbanion character in the transition state ($E1cB$ -like). Carbanions are more stable on less substituted carbons, meaning fluorides heavily favor Hofmann elimination (C is false). Bulky bases physically cannot reach hindered internal protons, forcing them to deprotonate terminal carbons to yield Hofmann products (D is true).