A report on Hexamethylenetetramine

Hexamethylenetetramine from Bayer (IG Farben)

Heterocyclic organic compound with the formula 6N4.

- Hexamethylenetetramine
Hexamethylenetetramine from Bayer (IG Farben)

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Two steps in formation of urea-formaldehyde resin, which is widely used in the production of particle board.

Formaldehyde

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Carcinogenic and highly toxic naturally occurring organic compound with the formula CH2O (H−CHO).

Carcinogenic and highly toxic naturally occurring organic compound with the formula CH2O (H−CHO).

Two steps in formation of urea-formaldehyde resin, which is widely used in the production of particle board.
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Injecting a giant squid specimen with formalin for preservation
Patch test
Some air purifiers include filtering technology that is supposed to lower indoor formaldehyde concentration.
Monomeric formaldehyde (subject of this article).
Trioxane is a stable cyclic trimer of formaldehyde.
Paraformaldehyde is a common form of formaldehyde for industrial applications.
Methanediol, the predominant species in dilute aqueous solutions of formaldehyde.

Other formaldehyde derivatives include methylene diphenyl diisocyanate, an important component in polyurethane paints and foams, and hexamine, which is used in phenol-formaldehyde resins as well as the explosive RDX.

Alexander Butlerov

Alexander Butlerov

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Alexander Butlerov
1951 Alexander Butlerov USSR postage stamp

Alexander Mikhaylovich Butlerov (Алекса́ндр Миха́йлович Бу́тлеров; 15 September 1828 – 17 August 1886) was a Russian chemist, one of the principal creators of the theory of chemical structure (1857–1861), the first to incorporate double bonds into structural formulas, the discoverer of hexamine (1859), the discoverer of formaldehyde (1859) and the discoverer of the formose reaction (1861).

1,3,5-Trioxane

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Chemical compound with molecular formula C3H6O3.

Chemical compound with molecular formula C3H6O3.

Trioxane is combined with hexamine and compressed into solid bars to make hexamine fuel tablets, used by the military and outdoorsmen as a cooking fuel.

Segment of a novolak, illustrating the predominance of cresol subunits and presence of crosslinking.

Phenol formaldehyde resin

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Phenol formaldehyde resins (PF) or phenolic resins (also infrequently called phenoplasts ) are synthetic polymers obtained by the reaction of phenol or substituted phenol with formaldehyde.

Phenol formaldehyde resins (PF) or phenolic resins (also infrequently called phenoplasts ) are synthetic polymers obtained by the reaction of phenol or substituted phenol with formaldehyde.

Segment of a novolak, illustrating the predominance of cresol subunits and presence of crosslinking.
Simplfied general structure of a resole
Tufnol (Novotext) plate

Hexamethylenetetramine is a hardener added to crosslink novolac.

Quaternium-15

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Quaternary ammonium salt used as a surfactant and preservative in many cosmetics and industrial substances.

Quaternary ammonium salt used as a surfactant and preservative in many cosmetics and industrial substances.

Quaternium-15 can be prepared by reacting hexamethylenetetramine with 1,3-dichloropropene to produce the product as a mixture of cis and trans isomers.

Esbit brand hexamine tablets

Hexamine fuel tablet

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Form of solid fuel in tablet form.

Form of solid fuel in tablet form.

Esbit brand hexamine tablets
Folding hexamine stove with packaged fuel

Invented in Murrhardt, Germany, in 1936, the main component is hexamine, which was discovered by Aleksandr Butlerov in 1859.

Delepin reaction

Delépine reaction

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Delepin reaction

The Delépine reaction is the organic synthesis of primary amines (4) by reaction of benzyl or alkyl halides (1) with hexamethylenetetramine (2) followed by acid hydrolysis of the quaternary ammonium salt (3).

HMX

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Powerful and relatively insensitive nitroamine high explosive, chemically related to RDX.

Powerful and relatively insensitive nitroamine high explosive, chemically related to RDX.

It may be produced by nitration of hexamine in the presence of acetic anhydride, paraformaldehyde and ammonium nitrate.

Sommelet reaction

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The Sommelet reaction is an organic reaction in which a benzyl halide is converted to an aldehyde by action of hexamine and water.

Armourers prepare to load 1,000 lb Medium Capacity bombs into the bomb-bay of an Avro Lancaster B Mark III of No. 106 Squadron RAF at RAF Metheringham before a major night raid on Frankfurt. The stencilled lettering around the circumference of each bomb reads "RDX/TNT".

RDX

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Organic compound with the formula (O2N2CH2)3.

Organic compound with the formula (O2N2CH2)3.

Armourers prepare to load 1,000 lb Medium Capacity bombs into the bomb-bay of an Avro Lancaster B Mark III of No. 106 Squadron RAF at RAF Metheringham before a major night raid on Frankfurt. The stencilled lettering around the circumference of each bomb reads "RDX/TNT".

RDX was reported in 1898 by Georg Friedrich Henning, who obtained a German patent (patent No. 104280) for its manufacture by nitrolysis of hexamine (hexamethylenetetramine) with concentrated nitric acid.