Mixed ether will not be formed in the reaction?

MCQ

A
$ \mathrm{CH}_3 \mathrm{OCH}_2 \mathrm{Cl}+\mathrm{C}_2 \mathrm{H}_5 \mathrm{MgBr} $
B
$ \mathrm{CH}_2 \mathrm{~N}_2+\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH} $
C
$ \mathrm{C}_2 \mathrm{H}_5 \mathrm{ONa}+\mathrm{CH}_3 \mathrm{I} $
✓
$ \mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}+\mathrm{H}_2 \mathrm{SO}_4\left(140^{\circ} \mathrm{C}\right) $

✓

Answer

Correct option: D.

$ \mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}+\mathrm{H}_2 \mathrm{SO}_4\left(140^{\circ} \mathrm{C}\right) $

$\mathrm{C}_2 \mathrm{H}_5-\mathrm{OH}+\mathrm{H}_2 \mathrm{SO}_4\left(140^{\circ} \mathrm{C}\right) \rightarrow \mathrm{C}_2 \mathrm{H}_5-\mathrm{O}-\mathrm{C}_2 \mathrm{H} 5+\mathrm{H}_2 \mathrm{O}$
Ethyl alcohol when heated with Sulphuric acid at $140^\circ C$ produces a symmetric ether i.e. Diethyl ether.

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