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CUET · CHEMISTRY · PYQ PAPER 2023

Answer the question on basis of passage given below :
A ketone \([ A ]\) which undergoes haloform reaction gives compound \([ B ]\) on reduction. Compound
\([B]\) on heating with sulphuric acid gives compound \([C]\) which forms monozonide \([D]\). The compound \([D]\) on hydrolysis in the presence of zinc dust gives compound \([E]\). Compound \([E]\)
on oxidation gives \(C _2 H _4 O _2\) [F]
Identify Compound [A]

  1. A Butan-2-one
  2. B 3-methyl Pentan-2-one
  3. C Propanone
  4. D Acetophenone
Verified Solution

Answer & Solution

Correct Answer

(A) Butan-2-one

Step-by-step Solution

Detailed explanation

\([F] = CH_3COOH\) \([E] \xrightarrow{Oxidation} [F] \implies [E] = CH_3CHO\) \([C] \xrightarrow{O_3, H_2O/Zn} [E]\). For sole product \(CH_3CHO\), \([C] = CH_3CH=CHCH_3\) (But-2-ene). \([B] \xrightarrow{H_2SO_4, \Delta} [C]\) (But-2-ene) \(\implies [B] = CH_3CH(OH)CH_2CH_3\)…
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