cyclohexylamine

Cyclohexylamine, also known as cyclohexanamine or hexahydroaniline, is an organic amine in which a cyclohexyl group is attached to the amino group. Its chemical formula is C6H13N and its molecular weight is about 99.2 g/mol. It is a colorless liquid at room temperature with a strong, ammonia-like odor. It is moderately soluble in water and soluble in many organic solvents; it undergoes typical amine chemistry, including formation of salts with mineral acids and reaction with acyl chlorides to give amides.

As a primary aliphatic amine, cyclohexylamine is a weak base and readily forms ammonium salts with acids. The compound participates in standard amine reactions such as acylation, alkylation, and nucleophilic substitution, and can act as a building block or reagent in organic synthesis. Its handling typically requires precautions appropriate for volatile, irritant amines.

Industrial production of cyclohexylamine is commonly achieved by catalytic hydrogenation of cyclohexanone oxime, a route that converts the oxime to the corresponding amine. Other less common routes include reductive amination of cyclohexanone or related cycloalkanone derivatives. The product is used primarily as a chemical intermediate.

Applications of cyclohexylamine include its use in the synthesis of pharmaceuticals, agrochemicals, and specialty polymers, as well as in the preparation of various cycloalkyl amides and ureas. It serves as a precursor for further transformations in organic synthesis and material chemistry.

Safety and regulatory considerations: cyclohexylamine is a hazardous substance that can irritate skin, eyes, and the respiratory tract. It is flammable and should be handled with appropriate engineering controls and personal protective equipment. In many jurisdictions it is regulated as a potential precursor for illicit drug manufacture, requiring appropriate licensing and storage controls.