Which of the following will not give ether as | vedclass

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Question

(C) The Williamson ether synthesis involves the reaction of an alkoxide ion with a primary alkyl halide to form an ether via an $S_N2$ mechanism. $1$.

Vedclass · Accepted Answer

$CH_3-CH_2-O^{\ominus}Na^{\oplus} + (CH_3)_3C-Br \rightarrow$

Vedclass · Answer

(C) The Williamson ether synthesis involves the reaction of an alkoxide ion with a primary alkyl halide to form an ether via an $S_N2$ mechanism. $1$. In option $A$,a primary alkoxide reacts with a primary alkyl halide,which successfully yields an ether. $2$. In option $B$,sodium phenoxide reacts with benzyl iodide. This is a standard Williamson synthesis where the phenoxide acts as a nucleophile and the benzyl halide is highly reactive towards $S_N2$ due to resonance stabilization of the transition state,thus forming a benzyl phenyl ether. $3$. In option $C$,the ethoxide ion $(CH_3-CH_2-O^{\ominus})$ acts as a strong base when it encounters a tertiary alkyl halide $((CH_3)_3C-Br)$. Due to steric hindrance,the $S_N2$ pathway is blocked,and instead,an $E2$ elimination reaction occurs,resulting in the formation of an alkene (isobutylene) rather than an ether. Therefore,option $C$ does not yield an ether.

Which of the following will not give ether as a product?

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