Question:medium
The compound that does not undergo Friedel-Crafts alkylation reaction but gives a positive carbylamine test is :
The compound that does not undergo Friedel-Crafts alkylation reaction but gives a positive carbylamine test is :
Updated On: Mar 25, 2026
- Aniline
- Pyridine
- N-methylaniline
- Triethylamine
Show Solution
The Correct Option is A
Solution and Explanation
Friedel-Crafts alkylation necessitates an electrophilic aromatic substrate. Aniline does not undergo Friedel-Crafts alkylation. This is due to the strong activation of the benzene ring by the amino group (-\(NH_2\)), which leads to excessive reactivity, hindering reaction control. Additionally, the lone electron pair on aniline's nitrogen atom forms a complex with Lewis acid catalysts (e.g., \(AlCl_3\)), deactivating the ring and inhibiting alkylation. The carbylamine test yields a positive result for primary amines, and aniline, being a primary amine, will consequently produce a positive test.
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