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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:
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.

Signal Word

Danger

Hazard Statements

H228,H335,H361d

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

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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Enantioselective synthesis of the protein phosphatase inhibitor (−)-motuporin.
Hu T and Panek JS.
Journal of the American Chemical Society, 124(38), 11368-11378 (2002)
Total synthesis of (+)-sundiversifolide.
Yokoe H, et al.
Organic Letters, 9(6), 969-971 (2007)
Single step synthesis of peripherally ?clickable? hyperbranched polyethers.
Saha A and Ramakrishnan S.
Macromolecules, 42(14), 4956-4959 (2009)
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)
Hexahydro?1, 3, 5?tripropionyl?s?triazine.
Teeters WO and Gradsten MA.
Organic Syntheses, 51-51 (2003)
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