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Question: Answered & Verified by Expert
At higher temperature, iodoform reaction is given by
ChemistryAldehydes and KetonesAIIMSAIIMS 2003
Options:
  • A $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{CH}_3$
  • B $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{C}_2 \mathrm{H}_5$
  • C $\mathrm{C}_6 \mathrm{H}_5 \mathrm{CO}_2 \mathrm{CH}_3$
  • D $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{C}_6 \mathrm{H}_5$.
Solution:
2583 Upvotes Verified Answer
The correct answer is: $\mathrm{CH}_3 \mathrm{CO}_2 \mathrm{C}_2 \mathrm{H}_5$
Only $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5$ will give ethanol, $\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$ after hydrolysis (which can give positive iodoform test).
$$
\begin{aligned}
& \mathrm{CH}_3 \mathrm{COOCH}_3 \rightarrow \mathrm{CH}_3 \mathrm{COOH}+\mathrm{CH}_3 \mathrm{OH} \\
& \mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5 \rightarrow \mathrm{CH}_3 \mathrm{COOH}+\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH} \\
& \mathrm{C}_6 \mathrm{H}_5 \mathrm{COOCH}_3 \rightarrow \mathrm{C}_6 \mathrm{H}_5 \mathrm{COOH}+\mathrm{CH}_3 \mathrm{OH} \\
& \mathrm{CH}_3 \mathrm{COOC}_6 \mathrm{H}_5 \rightarrow \mathrm{CH}_3 \mathrm{COOH}+\mathrm{C}_6 \mathrm{H}_5 \mathrm{OH}
\end{aligned}
$$

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