ration of an aqueous solution of formaldehyde and ammonia. It is used in medicine under the names of Methenamine, IIexamine, Cyitamine, Cystogen, and Urotropine, administered orally as an antiseptic for the urinary tract, and in industry in the manufacture of plastics and as an accelerator for the vulcanization of rubber. It has feebly basic properties and forms a nitrate, C*Hi*N.|*2HNOj, m.p. 165°, soluble in water, insoluble in alcohol, ether, chloroform, and acetone. The product, CsHitOaNm prepared by nitrating this nitrate and patented by Henning for possible use in medicine, was actually cyclonite. Hers later patented the same substance as an explosive compound, cyclo-trimethylenetrinitramine, which he found could be prepared by treating hexamethylenetetramine directly with strong nitric acid. In his process the tetramine was added slowly in small portions at a time to nitric acid (1.52) at a temperature of 20-30°. When all was in solution, the liquid was warmed to 55°, allowed to stand for a few minutes, cooled to 20°, and the product precipitated by the addition of water. The nitration has been studied further by Hale who secured his best yield, 68%, in an experiment in which 50 grams of hexamethylenetetramine was added during 15 minutes to 550 grams of 100% nitric acid while the temperature was not allowed to rise above 30°. The mixture was then cooled to 0°, held there for 20 minutes, and drowned.
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