Aniline () and N-methylaniline () can be successfully distinguished by which of the following chemic — Practical Organic Chemistry and Purification Chemistry Question

💡 Solution & Explanation

Aniline is a $1^\circ$ aromatic amine; N-methylaniline is $2^\circ$. Aniline gives a positive Carbylamine test (foul smell) and forms an orange-red azo dye, while N-methylaniline fails both (forming a yellow nitrosoamine oil instead). In Hinsberg's test, aniline forms an alkali-soluble product, whereas N-methylaniline forms an alkali-insoluble product. Neither gives the Iodoform test.