1,3,5-Trioxane

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1,3,5-Trioxane
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UN number 1325
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance White crystalline solid
Density 1.17 g/cm3 (65 °C)[1]
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1,3,5-Trioxane, sometimes also called trioxane, is a chemical compound with molecular formula C3H6O3. It is a white, highly water-soluble solid with a chloroform-like odor. It is a stable cyclic trimer of formaldehyde, and one of the three trioxane isomers; its molecular backbone consists of a six-membered ring with three carbon atoms alternating with three oxygen atoms.

Production

Trioxane can be obtained by the acid-catalyzed cyclic trimerization of formaldehyde in concentrated aqueous solution.[2]

File:Trioxane Synthesis V.1.svg

Uses

Trioxane can be used interchangeably with formaldehyde and with paraformaldehyde,[3][4] however the cyclic structure is more stable and it can require high temperatures in order to react. It is a precursor for the production of polyoxymethylene plastics, of which about one million tons per year are produced.[2] Other applications exploit its tendency to release formaldehyde. As such it is used as a binder in textiles, wood products, etc. 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.

In the laboratory, trioxane is used as an anhydrous source of formaldehyde.[5]

See also

References

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