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Question

(A) The reaction of $CH_3CH_2Br$ (a primary alkyl halide) with a base/nucleophile can proceed via $S_N2$ (substitution) or $E2$ (elimination) pathways

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$CH_3CH_2OK$ in dimethyl sulfoxide $(DMSO)$

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(A) The reaction of $CH_3CH_2Br$ (a primary alkyl halide) with a base/nucleophile can proceed via $S_N2$ (substitution) or $E2$ (elimination) pathways.$CH_3CH_2OK$ is a strong,unhindered nucleophile,which favors the $S_N2$ substitution reaction.$(CH_3)_3COK$ is a strong,sterically hindered base (potassium tert-butoxide),which significantly favors the $E2$ elimination reaction over substitution due to steric hindrance.Therefore,$CH_3CH_2OK$ will yield a greater amount of substitution product compared to $(CH_3)_3COK$.

Select the reagent that will yield the greater amount of substitution on reaction with $CH_3CH_2Br$.

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