Question:
What are x and y in the following reaction sequence?
What are x and y in the following reaction sequence?
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Key points:
\begin{itemize}
\item Acetylene hydration requires Hg$^{2+}$ catalyst
\item PCC is selective for alcohol→aldehyde without over-oxidation
\item KMnO$_4$ would cleave the double bond
\end{itemize}
Updated On: Jun 4, 2025
- $\text{H}_2\text{O}/\text{H}_2\text{SO}_4$; $\text{KMnO}_4/\text{H}^+$
- $\text{H}_2\text{O}/\text{H}_2\text{SO}_4$; $\text{PCC}$
- $\text{H}_2\text{O}/\text{H}_2\text{SO}_4, \text{Hg}^{2+}$; $\text{KMnO}_4/\text{H}^+$
- $\text{H}_2\text{O}/\text{H}_2\text{SO}_4, \text{Hg}^{2+}$; $\text{PCC}$
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The Correct Option is D
Solution and Explanation
Step 1: Identify reaction x (C$_2$H$_2$ → CH$_3$CHO)
This is hydration of acetylene requiring Hg$^{2+}$ catalyst: \[\text{C}_2\text{H}_2 \xrightarrow{\text{H}_2\text{O}/\text{H}_2\text{SO}_4, \text{Hg}^{2+}} \text{CH}_3\text{CHO}\] Step 2: Identify reaction y (Aldehyde → α,β-unsaturated aldehyde)
This requires mild oxidation (PCC preserves the C=C bond): \[\text{CH}_3\text{CHO} \xrightarrow{\text{PCC}} \text{CH}_3-\text{CH}=\text{CH}-\text{CHO}\]
This is hydration of acetylene requiring Hg$^{2+}$ catalyst: \[\text{C}_2\text{H}_2 \xrightarrow{\text{H}_2\text{O}/\text{H}_2\text{SO}_4, \text{Hg}^{2+}} \text{CH}_3\text{CHO}\] Step 2: Identify reaction y (Aldehyde → α,β-unsaturated aldehyde)
This requires mild oxidation (PCC preserves the C=C bond): \[\text{CH}_3\text{CHO} \xrightarrow{\text{PCC}} \text{CH}_3-\text{CH}=\text{CH}-\text{CHO}\]
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