Question:

An organic compound with molecular formula $C_5H_{10}O$ does not reduce Tollens’ reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation, it gives ethanoic and propanoic acids. The compound is:

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Iodoform test confirms presence of methyl ketone group.
Updated On: Apr 24, 2026
  • pentan-3-one
  • pentanal
  • pentan-2-one
  • ethoxy ethane
  • pentanol
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The Correct Option is C

Solution and Explanation

Concept:
• Tollens’ test → aldehydes
• Iodoform test → methyl ketone ($-COCH_3$)

Step 1:
Reject aldehyde
Does not reduce Tollens → not aldehyde

Step 2:
Iodoform positive
Contains $-COCH_3$ → methyl ketone

Step 3:
Oxidation products
Gives ethanoic + propanoic acids → matches pentan-2-one Final Conclusion:
Option (C)
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