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T81108

Sigma-Aldrich

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:
110-88-3
Molecular Weight:
90.08
Beilstein/REAXYS Number:
102769
EC Number:
203-812-5
MDL number:
MFCD00006563
UNSPSC Code:
12352100
PubChem Substance ID:
24900501
NACRES:
NA.22

Quality Level

200

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.
It can be used to synthesize:
  • Polyoxymethylene and hyperbranched polyesters.
  • Calixarenes such as calix[4]resorcinarene, calix[6]resorcinarene and para-tert-butylcalix[8] and [9]arene.
  • Various natural products including (−)-motuporin, (+)-sundiversifolide, (+)-lyconadin A and (−)-lyconadin B.

signalword

Danger

Hazard Classifications

Flam. Sol. 1 - Repr. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 1

flash_point_f

113.0 °F

flash_point_c

45 °C

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Lyconadins: enantioselective total syntheses of (+)-lyconadin A and (−)-lyconadin B.
Beshore DC and Smith AB.
Journal of the American Chemical Society, 130(41), 13778-13789 (2008)
Single step synthesis of peripherally ?clickable? hyperbranched polyethers.
Saha A and Ramakrishnan S.
Macromolecules, 42(14), 4956-4959 (2009)
Hexahydro?1, 3, 5?tripropionyl?s?triazine.
Teeters WO and Gradsten MA.
Organic Syntheses, 51-51 (2003)
Generation of orthorhombic polyoxymethylene in a cationic polymerization system of trioxane.
Iguchi M.
Polymer, 24(7), 915-920 (1983)
Calix[6]resorcinarenes: the first examples of [1 6] metacyclophanes derived from resorcinols.
Konishi H, et al.
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