For the following reactions:CH_{3}CH_{2}CH_{2 | vedclass

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Question

(C) The nucleophile $Z^{-}$ can act as a base to cause elimination or as a nucleophile to cause substitution.$CH_{3}CH_{2}O^{-}$ $(A)$ is a smaller,le

Vedclass · Accepted Answer

$\mu_{A} > \mu_{B}$ and $k_e(B) > k_e(A)$

Vedclass · Answer

(C) The nucleophile $Z^{-}$ can act as a base to cause elimination or as a nucleophile to cause substitution.$CH_{3}CH_{2}O^{-}$ $(A)$ is a smaller,less sterically hindered nucleophile/base compared to $(CH_{3})_{3}CO^{-}$ $(B)$.Because $(CH_{3})_{3}CO^{-}$ $(B)$ is bulky,it experiences significant steric hindrance when attacking the carbon atom for substitution $(S_N2)$,making $k_s(B) However,$(CH_{3})_{3}CO^{-}$ $(B)$ is a strong base and can easily abstract a proton for elimination,making $k_e(B) > k_e(A)$.Since $\mu = \frac{k_s}{k_e}$,and $k_s(B)  k_e(A)$,it follows that $\mu_{A} = \frac{k_s(A)}{k_e(A)}$ is greater than $\mu_{B} = \frac{k_s(B)}{k_e(B)}$.Therefore,$\mu_{A} > \mu_{B}$ and $k_e(B) > k_e(A)$.

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