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In a Friedel-Crafts alkylation reaction, benzene reacts with n-propyl chloride in the presence of anhydrous AlCl3. What is the predominant organic product?

1. n-Propylbenzene
2. Isopropylbenzene
3. 3-Propyl-1-chlorobenzene
4. Cumene

Correct answer: Isopropylbenzene

Solution

n-PrCl + AlCl3 generates the primary n-propyl carbocation, which rearranges (1,2-H shift) to the more stable secondary isopropyl carbocation. This attacks benzene to give isopropylbenzene (cumene) as the major product.

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