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Question: Answered & Verified by Expert
An organic compound \( \mathrm{X} \) is oxidised by using acidified \( \mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7} \) solution. The product obtained
reacts with phenyl hydrazine but does not answer silver mirror test. The compound \( X \) is,
ChemistryAldehydes and KetonesKCETKCET 2016
Options:
  • A 2-propanol
  • B Ethanal
  • C Ethanol
  • D \( \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{3} \)
Solution:
1070 Upvotes Verified Answer
The correct answer is: 2-propanol
In the question, the oxidation product of organic compound \( (X) \) do not answer silver mirror test but react with phenyl
hydrazine,

No silver mirror test
therefore, \( X \) is propan-2-ol, which on oxidation give acetone which further react with phenyl hydrazine to give acetone
phenylhydrazone, but not react give silver mirror test. The reactions involved are

Acetone phenylhydrazone

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