Which of the following reactions will give et | vedclass

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

Vedclass · Accepted Answer

$CH_3ONa + C_6H_5-CH_2-Br \rightarrow$

Vedclass · Answer

(D) The Williamson ether synthesis involves the reaction of an alkoxide ion with a primary alkyl halide via an $S_N2$ mechanism to form an ether. $(A)$ $CH_3ONa + CH_3-C(CH_3)_2-Cl \rightarrow$ This is a tertiary alkyl halide. The strong base $CH_3O^-$ will cause elimination $(E2)$ to form an alkene (isobutylene) as the major product,not an ether. $(B)$ $CH_3-CH_2-ONa + C_6H_5-Cl \rightarrow$ Aryl halides do not undergo $S_N2$ reactions under normal conditions due to the partial double bond character of the $C-Cl$ bond and steric hindrance. No reaction occurs. $(C)$ $CH_3-CH_2-ONa + CH_3-C(Cl)(CH_3)-CH_2-CH_3 \rightarrow$ This is a tertiary alkyl halide. Similar to $(A)$,elimination $(E2)$ will be the major pathway,yielding an alkene. $(D)$ $CH_3ONa + C_6H_5-CH_2-Br \rightarrow$ This is a primary benzylic halide. Benzylic halides are highly reactive towards $S_N2$ reactions. The $CH_3O^-$ nucleophile will attack the $CH_2$ group,displacing $Br^-$ to form benzyl methyl ether $(C_6H_5-CH_2-OCH_3)$ as the major product. Therefore,option $(D)$ is the correct reaction.

Which of the following reactions will give ether as the major product?

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