Consider the following methods for preparing amines: (i) Gabriel phthalimide synthesis, (ii) Hofmann ammonolysis of alkyl halides, (iii) Reduction of nitrobenzene, (iv) Hofmann bromamide degradation,

Question

Consider the following methods for preparing amines: (i) Gabriel phthalimide synthesis, (ii) Hofmann ammonolysis of alkyl halides, (iii) Reduction of nitrobenzene, (iv) Hofmann bromamide degradation, (v) Reduction of alkyl cyanides. How many of these methods strictly aim to yield pure primary amines without producing complex secondary or tertiary amine byproducts?

Prashant Kotian · Accepted Answer

Correct answer: 4. Gabriel synthesis, nitro reduction, Hofmann bromamide degradation, and nitrile reduction are classic methods that selectively yield primary amines. Hofmann ammonolysis, however, inherently yields an inseparable complex mixture of primary, secondary, tertiary amines, and quaternary ammonium salts due to over-alkylation.

💡 Solution & Explanation

Practice 22,000+ questions like this