C6H5CH2NH2

C6H5CH2NH2, commonly known as benzylamine, is an organic compound that features a benzene ring bearing a benzylic amine group (phenylmethylamine). Synonyms include benzylamine, aminomethylbenzene, and phenylmethylamine. Its molecular formula is C7H9N and its molecular weight is about 107.15 g/mol. Benzylamine is a colorless to pale yellow liquid with a characteristic amine odor. It is a weak base and forms salts with acids; the corresponding hydrochloride and other acid salts are common in handling and use.

Chemistry and properties: As a primary aromatic amine, benzylamine participates in typical amine reactions such as acylation, alkylation, and formation of amide and imine derivatives. It is miscible with many organic solvents and has limited water solubility, though salts of benzylamine are readily water-soluble. The compound is reactive toward oxidizing agents and must be stored away from strong oxidizers.

Production and applications: Industrially, benzylamine is produced mainly by catalytic hydrogenation of benzonitrile or via reductive amination of benzaldehyde with ammonia or ammonium salts. It serves as a versatile intermediate in the synthesis of dyes, pharmaceuticals, agricultural chemicals, and specialty polymers. It is also used to prepare benzyl esters and benzyl carbamates (Cbz protection group) for amines in organic synthesis.

Safety: Benzylamine is flammable and fumes can irritate the eyes, skin, and respiratory tract. It is corrosive to some materials and should be handled with appropriate protective equipment in a well-ventilated area.