T81108
1,3,5-Trioxane
≥99%
Synonym(s):
Metaformaldehyde, Trioxymethylene, sym.-Trioxane
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About This Item
Empirical Formula (Hill Notation):
C3H6O3
CAS Number:
Molecular Weight:
90.08
Beilstein:
102769
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥99%
autoignition temp.
777 °F
expl. lim.
29 %
mp
59-62 °C (lit.)
SMILES string
C1OCOCO1
InChI
1S/C3H6O3/c1-4-2-6-3-5-1/h1-3H2
InChI key
BGJSXRVXTHVRSN-UHFFFAOYSA-N
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Application
1,3,5-Trioxane is widely used as a source of anhydrous formaldehyde.[1]
It can be used to synthesize:
It can be used to synthesize:
- Polyoxymethylene[2][3] and hyperbranched polyesters.[4]
- Calixarenes such as calix[4]resorcinarene, calix[6]resorcinarene[5] and para-tert-butylcalix[8] and [9]arene.[6]
- Various natural products including (−)-motuporin[7], (+)-sundiversifolide[8], (+)-lyconadin A and (−)-lyconadin B.[9]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 1 - Repr. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 1
Flash Point(F)
113.0 °F - closed cup
Flash Point(C)
45 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Calix[6]resorcinarenes: the first examples of [1 6] metacyclophanes derived from resorcinols.
Konishi H, et al.
Journal of the Chemical Society. Chemical Communications, (3), 309-310 (1995)
Generation of orthorhombic polyoxymethylene in a cationic polymerization system of trioxane.
Iguchi M.
Polymer, 24(7), 915-920 (1983)
Enantioselective synthesis of the protein phosphatase inhibitor (−)-motuporin.
Hu T and Panek JS.
Journal of the American Chemical Society, 124(38), 11368-11378 (2002)
Cationic Copolymerization of 1, 3, 5-Trioxane with 1, 3-Dioxepane: A Comprehensive Approach to the Polyacetal Process.
Sharavanan K, et al.
Macromolecules, 42(22), 8702-8710 (2009)
Total synthesis of (+)-sundiversifolide.
Yokoe H, et al.
Organic Letters, 9(6), 969-971 (2007)
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