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Question: Answered & Verified by Expert
Aqueous $10 \% \mathrm{NaHCO}_3$ solution is used as a reagent for identifying ' $A$ '. Which of the following compounds yield ' $A$ ' on hydrolysis?
ChemistryAlcohols Phenols and EthersJIPMERJIPMER 2017
Options:
  • A $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5$
  • B $\mathrm{C}_2 \mathrm{H}_5-\mathrm{COO}-\mathrm{C}_2 \mathrm{H}_5$
  • C $\mathrm{CH}_3 \mathrm{CHO}$
  • D $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{OH}$
Solution:
2493 Upvotes Verified Answer
The correct answer is: $\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5$
$\mathrm{NaHCO}_3$ is basic in nature so it is used in the identification of acid only. In the given compound only ester $\left(\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5\right)$ on hydrolysis gives acid as
$\underset{\text { Ethyl acetate }}{\mathrm{CH}_3 \mathrm{COOC}_2 \mathrm{H}_5}+\mathrm{H}_2 \mathrm{O} \longrightarrow \underset{\text { Acetic acid }}{\mathrm{CH}_3 \mathrm{COOH}}$ $+\mathrm{C}_2 \mathrm{H}_5 \mathrm{OH}$ (Ethyl alcohol)

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