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JEE Advanced · Chemistry · 26. Aldehydes & Ketones

Paragraph I: An organic compound \(\mathrm{P}\) with molecular formula \(\mathrm{C}_5 \mathrm{H}_{18} \mathrm{O}_2\) decolorizes bromine water and also shows positive iodoform test. \(\mathrm{P}\) on ozonolysis followed by treatment with \(\mathrm{H}_2 \mathrm{O}_2\) gives \(\mathrm{Q}\) and \(\mathrm{R}\). While compound \(\mathrm{Q}\) shows positive iodoform test, compound \(\mathrm{R}\) does not give positive iodoform test. \(\mathrm{Q}\) and \(\mathrm{R}\) on oxidation with pyridinium chlorochromate (PCC) followed by heating give \(\mathrm{S}\) and \(\mathrm{T}\), respectively. Both \(\mathrm{S}\) and \(\mathrm{T}\) show positive iodoform test.
Complete copolymerization of 500 moles of \(\mathrm{Q}\) and 500 moles of \(\mathrm{R}\) gives one mole of a single acyclic copolymer \(\mathrm{U}\).
[Given, atomic mass: \(\mathrm{H}=1, \mathrm{C}=12, \mathrm{O}=16\)]
Question: The molecular weight of \(\mathbf{U}\) is

  1. A 93018
  2. B 97851
  3. C 34852
  4. D 78452
Verified Solution

Answer & Solution

Correct Answer

(A) 93018

Step-by-step Solution

Detailed explanation


\(\mathrm{S~} \& \mathrm{~T}\) shows + ve idoform test.
\(\mathrm{Rmf} \mathrm{C}_5 \mathrm{H}_{10} \mathrm{O}_3\) (M. wt \()_{\mathrm{R}}=70+48=118\)
\(\mathrm{Q} \mathrm{mf} \mathrm{C}_4 \mathrm{H}_8 \mathrm{O}_3(\mathrm{M} . \mathrm{wt})_{\mathrm{Q}}=56+48=104\)
500 mole \(\mathrm{Q}+500\) mole \(\mathrm{R} \xrightarrow[\text { polymer }]{\text { Condensation }}\)

U molecular weight \(=500 \times 118+500 \times 104-999 \times 18\) \(=500 \times 222-17982 \)
\( =111000-17982=93018\)
Ans. is \(\Rightarrow 93018\)
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