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What are \(X, Y\) and \(Z\) in the following reactions?
\(\begin{aligned}
& \left(\mathrm{H}_3 \mathrm{C}\right)_3 \mathrm{C}-\stackrel{\circ}{\mathrm{O}} \mathrm{\oplus} \mathrm{Na}+\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Br} \longrightarrow X+\mathrm{NaBr} \\
& \left(\mathrm{H}_3 \mathrm{C}\right)_3 \mathrm{C}-\mathrm{Br}+\mathrm{CH}_3 \mathrm{CH}_2 \stackrel{\ominus}{\mathrm{O}} \mathrm{\oplus a} \longrightarrow Y+\mathrm{Z}
\end{aligned}\)
Options:
\(\begin{aligned}
& \left(\mathrm{H}_3 \mathrm{C}\right)_3 \mathrm{C}-\stackrel{\circ}{\mathrm{O}} \mathrm{\oplus} \mathrm{Na}+\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Br} \longrightarrow X+\mathrm{NaBr} \\
& \left(\mathrm{H}_3 \mathrm{C}\right)_3 \mathrm{C}-\mathrm{Br}+\mathrm{CH}_3 \mathrm{CH}_2 \stackrel{\ominus}{\mathrm{O}} \mathrm{\oplus a} \longrightarrow Y+\mathrm{Z}
\end{aligned}\)
- A
- B
- C
- D
Solution:
2729 Upvotes
Verified Answer
The correct answer is:
\(\left(\mathrm{CH}_3\right)_3 \mathrm{C}-\mathrm{ONa}^{+}+\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Br} \longrightarrow\left(\mathrm{CH}_3\right)_3 \underset{(X)}{\mathrm{COCH}_2 \mathrm{CH}_3}+\mathrm{NaBr}\)
These reactions are known as Williamson synthesis where the product (ether or alkene) depends upon the type of halide and alkoxide ion. The reaction (I) involves \(\mathrm{SN}_2\) attack of \(3^{\circ}\) alkoxide ion on \(1^{\circ}\) halide giving ether whereas in reaction (II), a tertiary alkyl halide and primary alkoxide ion are present which gives alkene and alcohol.
These reactions are known as Williamson synthesis where the product (ether or alkene) depends upon the type of halide and alkoxide ion. The reaction (I) involves \(\mathrm{SN}_2\) attack of \(3^{\circ}\) alkoxide ion on \(1^{\circ}\) halide giving ether whereas in reaction (II), a tertiary alkyl halide and primary alkoxide ion are present which gives alkene and alcohol.
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