Ethers can be prepared by Williamson synthesis in which an alkyl halide is reacted with sodium alkoxide. Di-tert-butyl ether can't be prepared by this method. Explain. 

This is a short answer type question as classified in NCERT Exemplar

Ethers are prepared by Williamson synthesis by the reaction of alkyl halide with the stadium alkoxide. But this is not possible in case of di-tert-butyl ether. In case of preparation of di-tert-butyl ether, tert-butyl halide must react with sodium tert-butoxide. Alkoxides are nucleophiles but they are strong bases as well, due to which elimination is favoured instead of substitution and leads to the formation of 2-methylprop-1-ene.

<p><span data-teams="true">This is a short answer type question as classified in NCERT Exemplar</span></p><p>Ethers are prepared by Williamson synthesis by the reaction of alkyl halide with the stadium alkoxide. But this is not possible in case of di-tert-butyl ether. In case of preparation of di-tert-butyl ether, tert-butyl halide must react with sodium tert-butoxide. Alkoxides are nucleophiles but they are strong bases as well, due to which elimination is favoured instead of substitution and leads to the formation of 2-methylprop-1-ene.</p><div><div><picture><source srcset="https://images.shiksha.com/mediadata/images/articles/1746522125php5z0JS9_480x360.jpeg" media=" (max-width: 500px)"><img src="https://images.shiksha.com/mediadata/images/articles/1746522125php5z0JS9.jpeg" alt="" width="673" height="183"></picture></div></div>

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