Question:hard

Observe the reaction set and identify A and D.

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Alkanes under chromium oxide catalyst at high temperature undergo aromatization. Toluene gives para product predominantly in Friedel-Crafts acylation.
Updated On: Jun 15, 2026
  • figA
  • figB
  • figC
  • figD
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The Correct Option is A

Solution and Explanation

Step 1: Read the first transformation.
Cis-2-butene is treated with hot acidic potassium permanganate, $\text{KMnO}_4/\text{H}^+$, which cleaves the double bond oxidatively.
Step 2: Find the cleavage product.
Each $=\text{CH}-\text{CH}_3$ end becomes a carboxyl group, so the alkene splits into two molecules of acetic acid, $\text{CH}_3\text{COOH}$.
Step 3: Apply the dehydrating agent.
Phosphorus pentoxide, $\text{P}_4\text{O}_{10}$, removes water and converts two acetic acid molecules into acetic anhydride, identifying intermediate A.
Step 4: Read the second transformation.
n-Heptane over a $\text{Cr}_2\text{O}_3/\text{Al}_2\text{O}_3$ catalyst undergoes aromatization (reforming) to give toluene.
Step 5: Carry out Friedel-Crafts acylation.
Toluene reacts with the acetylating species using $\text{AlCl}_3$, and the methyl group directs the incoming acetyl group mainly to the para position.
Step 6: Name the final product and answer.
The major product D is para-methylacetophenone (p-acetyltoluene), so the labelled structure matching A is figA, which is option 1.
\[ \boxed{\text{figA}} \]
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