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TS EAMCET · Chemistry · Carboxylic Acid Derivatives

Which of the following reaction is feasible?

  1. B \(\mathrm{H}_3 \mathrm{CCH}=\mathrm{CHCH}_2 \mathrm{OH} \stackrel{\mathrm{PCC}}{\longrightarrow} \mathrm{H}_3 \mathrm{CCH}=\mathrm{CHCHO}\)
  2. C \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH} \stackrel{\mathrm{KMnO}_4}{\mathrm{H}^{+}} \mathrm{H}_3 \mathrm{CCH}_2 \mathrm{CHO}\)
Verified Solution

Answer & Solution

Correct Answer

(B) \(\mathrm{H}_3 \mathrm{CCH}=\mathrm{CHCH}_2 \mathrm{OH} \stackrel{\mathrm{PCC}}{\longrightarrow} \mathrm{H}_3 \mathrm{CCH}=\mathrm{CHCHO}\)

Step-by-step Solution

Detailed explanation

Reaction in (a) is not feasible because replacement of \(-\mathrm{OH}\) by \(-\mathrm{Cl}\) is not possible for phenol due to partial \(\mathrm{C}\) \(=\mathrm{O}\) bond and resonance stabilization. Reaction is (c) is not feasible because \(\mathrm{KMnO}_4\) is a strong…