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Which of the following is the correct me...

Which of the following is the correct method for synthesising methyl-t-butyl ether and why ?
i. `(CH_(3))_(3)CBr+NaOMe rarr`
ii. `CH_(3)Br+NaO-t-Bu rarr`

Text Solution

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We know that nucleophilic substitution always compets with elimination. Tertiary alkyl halide preferably undergoes elimination under the reaction conditions to from alkene. Therfore, the correct method to prepare the ether is
(ii) `CH_(3)BrNaOC(CH_(3))_(3)rarrunderset("Methyl tert-butyl ether")(CH_(3)-O-(CH_(3))_(3))+NaBr`
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