Hexamethylenetetramine


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Related to Hexamethylenetetramine: Hexamine, Hexamethylenediamine

Hexamethylenetetramine

 

hexamine, or urotropine, colorless crystals with a sweet taste that carbonize at 280° C and sublime in vacuum above 230° C. Hexamethylenetetramine is highly soluble in water and carbon disulfide, moderately in alcohol and chloroform, and slightly in ether and benzene.

Hexamethylenetetramine is prepared by condensing ammonia with formaldehyde: 4NH3 + 6CH2O⇌(CH2)6N4 + 6H2O.

This reaction is reversible and under certain conditions the equilibrium may be shifted toward the left, which makes it possible to use hexamethylenetetramine as a convenient formaldehyde source (for example, in the production of ureaformaldehyde resins). Hexamethylenetetramine is also used in the production of the powerful explosive hexogen, in analytical chemistry (for example, in the preparation of buffer solutions), and as a smokeless solid fuel (so-called solid alcohol). Hexamethylenetetramine is a medicinal preparation of the antiseptic variety. Its antimicrobial action is due to formaldehyde formation from the decomposition of hexamethylenetetramine in acid media. Hexamethylenetetramine is used internally in powders, tablets, and solutions, as well as intravenously in infectious diseases, particularly for urinary tract infections. It was first synthesized by A. M. Butlerov in 1860.

References in periodicals archive ?
In 2003, Dowa Hightech came under scrutiny when it disposed of effluent containing hexamethylenetetramine, discharging it into the same Tone River system and causing formaldehyde to be generated.
Prophylactic and antidotal effects of hexamethylenetetramine against phosgene poisoning in rabbits.
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Using the Hydrazine sulfate and hexamethylenetetramine were used to prepare the standard in distilled water.
By crosslinking with hexamethylenetetramine, benzo-l,3,2-dioxaborolanyl containing novolac resin exhibits higher carbon yield, more excellent flame retardancy and oxidation resistance than commercial novolac resin.
The composition of the coatings was determined by means of AAS after stripping the deposits in HC1 1:3 with hexamethylenetetramine to inhibit dissolution of the steel substrate.