Hexamethylenetetramine

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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 addition to the above the Hexamine (CAS 100-97-0) Market Research Report 2013 determines hexamine consumers in the market.
If given in sufficient quantity close to a race hexamine could indeed adversely affect a greyhounds performance by reducing his buffer against lactic acid production.
The NGRC's report of Tuesday's inquiry says Knockeevan King was found positive for the drug hexamine.
Resin Board Tannin type Hexamine pH load thickness (%) (%) (mm) Mimosa-O 5 7.
Flaherty's Knockeevan King tested positive for the drug Hexamine after finishing last in a heat of the Derby second round at Wimbledon in 2002 when sent off favourite.
Based in Pervomaysky Settlement, Tula Region, Russia, Shchekinoazot is a large producer of industrial chemicals such as methanol, caprolactam, hexamine, ammonium sulphate, ion-exchange membranes as well as household chemicals.
Flaherty's Knockeevan King tested positive for the drug, Hexamine, after finishing last in the second round of the Derby at Wimbledon on May 11 2002.
The dog started favourite in the second round of the William Hill Derby at Wimbledon on May 11, 2002 but finished last, in a distressed state, and a routine urine test showed positive for Hexamine.
Paraphernalia including syringes, glass thermometers, droppers and chemical powders citric acid and hexamine were found buried in a suitcase owned by Sarwar.
EVIDENCE Notes on bomb ingredients; How they planned to make the explosives SINISTER Syringes used to inject chemicals into bottles; DISGUISE Food colourings; HEXAMINE Bomb material; DECEPTION Lucozade and Oasis bottles to become bombs; LINK 21/7 plotter Muktar Ibrahim
In addition to formalin, the Gameroun Petro-Industry Complex produced a total of 5,000 tons of hexamine per year which is used in plastic and textile industries, pharmacology and defense industries.
The Club is asking the Appeal Court to overturn the ruling last December in which Mr Justice Evans-Lombe ``with some hesitation'' allowed Flaherty's challenge to the stewards' decision to fine him for the discovery of the substance Hexamine, which might be used to treat a urinary infection.