Question:

An organic compound (A) undergoes the following reactions:
Which of the following is compound (A)?

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Key identification reactions of naphthalene: \begin{itemize} \item Partial hydrogenation gives tetralin \item Strong oxidation gives phthalic acid \end{itemize} These reactions are frequently tested in aromatic hydrocarbon problems.
Updated On: Jan 21, 2026
  • Structure 1
  • Structure 2
  • Structure 3
  • Structure 4
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The Correct Option is A

Solution and Explanation

Step 1: Oxidation with hot alkaline \( \mathrm{KMnO_4} \) followed by acidification converts fused aromatic ring systems into phthalic acid. This reaction is a characteristic test for naphthalene.
Step 2: Catalytic hydrogenation of naphthalene with \( \mathrm{H_2/Pt} \) partially reduces one ring to form tetralin (tetrahydronaphthalene).
Step 3: Among the given options, structure (1) corresponds to naphthalene, which satisfies both reactions.
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