Hexamethylenetetramine

Hexamethylenetetramine or hexamine is a heterocyclic organic compound with the formula (CH2)6N4. This white crystalline compound is highly soluble in water and polar organic solvents. It has a cage-like structure similar to adamantane. It is useful in the synthesis of other chemical compounds, e.g., plastics, pharmaceuticals, rubber additives. It sublimes in vacuum at 280 °C.

History

Hexamethylenetetramine was discovered by Alexander Butlerov in 1859. It was first manufactured by BASF in 1887.

Production

Hexamethylenetetramine is prepared by the chemical reaction of formaldehyde and ammonia. The reaction can be conducted in gas phase and in solution.

Uses

Hexamethylenetetramine is widely used in the production of phenolic resins. It is also used as a food additive, in the production of explosives, and in the treatment of urinary tract infections.

Safety

Hexamethylenetetramine is not considered highly toxic. However, it can cause irritation to the eyes, skin, and respiratory tract. It is classified as a hazardous substance in some countries.

See also

• Methenamine
• Urotropin
• Formaldehyde

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