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JEE Advanced · Chemistry · 25. Alcohols, Phenols & Ethers

Complete reaction of acetaldehyde with excess formaldehyde, upon heating with conc. \(\mathrm{NaOH}\) solution, gives \(\mathbf{P}\) and \(\mathbf{Q}\). Compound \(\mathbf{P}\) does not give Tollens' test, whereas \(\mathbf{Q}\) on acidification gives positive Tollens' test. Treatment of \(\mathbf{P}\) with excess cyclohexanone in the presence of catalytic amount of \(p\)-toluenesulfonic acid (PTSA) gives product \(\mathbf{R}\).
Sum of the number of methylene groups \(\left(-\mathrm{CH}_2-\right)\) and oxygen atoms in \(\mathbf{R}\) is ________.

  1. A 10
  2. B 15
  3. C 18
  4. D 13
Verified Solution

Answer & Solution

Correct Answer

(C) 18

Step-by-step Solution

Detailed explanation


Total \(\mathrm{CH}_2\) in \(\mathrm{R}=14\) and oxygen in \(\mathrm{R}=4\)
So \(14+4=18\)
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