1,3,5-Trioxane

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1,3,5-trioxane
)
"Trioxin" redirects here. For the fictional chemical, see Return of the Living Dead (film series).
1,3,5-Trioxane
Trioxane molecule
Names
Preferred IUPAC name
1,3,5-Trioxane
Other names
s-Trioxane; 1,3,5-Trioxacyclohexane; Trioxymethylene; Metaformaldehyde; Trioxin
Identifiers
3D model (
JSmol
)
102769
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
 100.003.466 Edit this at Wikidata
EC Number
  • 203-812-5
2230
RTECS number
  • YK0350000
UNII
UN number 1325
  • InChI=1S/C3H6O3/c1-4-2-6-3-5-1/h1-3H2 checkY
    Key: BGJSXRVXTHVRSN-UHFFFAOYSA-N checkY
  • O1COCOC1
Properties
C3H6O3
Molar mass 90.078 g·mol−1
Appearance White crystalline solid
Density 1.17 g/cm3 (65 °C)[1]
Melting point 62 °C (144 °F; 335 K)[1]
Boiling point 115 °C (239 °F; 388 K)[1]
221 g/L[1]
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Warning
H228, H335, H361d
P201, P202, P210, P240, P241, P261, P271, P280, P281, P304+P340, P308+P313, P312, P370+P378, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 45[1] °C (113 °F; 318 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

1,3,5-Trioxane, sometimes also called trioxane or trioxin, is a

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]

Uses

Trioxane can be used interchangeably with formaldehyde and with paraformaldehyde,

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

  1. ^ a b c d e Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  2. ^
    ISBN 978-3527306732
    .
  3. doi:10.15227/orgsyn.075.0189
    .
  4. doi:10.15227/orgsyn.052.0016
    .
  5. doi:10.15227/orgsyn.030.0051
    .
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