benzilamina

Benzylamine, also known as aminomethylbenzene, is an organic compound with the formula C7H9N. It is a primary amine in which a benzyl group (C6H5–CH2–) is attached to an amino group (–NH2). It is typically a colorless liquid at room temperature with a characteristic amine odor and is miscible with many organic solvents. It can form water-soluble amine salts upon protonation.

Industrial production of benzylamine is primarily by catalytic hydrogenation of benzonitrile using a transition-metal catalyst (such as nickel or copper), followed by workup. In the laboratory, benzylamine can also be prepared by reductive amination of benzaldehyde with ammonia or ammonium formate under hydrogenation, or by other derivatization routes from toluene derivatives.

As a primary aromatic amine, benzylamine acts as a nucleophile and a base. It readily forms salts with acids and participates in acylation to give benzylamides. It can condense with carbonyl compounds to form imines (Schiff bases) and serves as a versatile building block in organic synthesis. It is employed in the preparation of pharmaceuticals, dyes, fragrances, and various N-substituted benzyl derivatives.

Benzylamine is an irritant to skin, eyes, and the respiratory tract and can be harmful if inhaled or absorbed. It should be handled with appropriate protective equipment in a fume hood, away from oxidizers, and stored in a cool, well-ventilated place.