1,3,5-trioxane

• ChemBase ID: 123351
• Molecular Formular: C3H6O3
• Molecular Mass: 90.07794
• Monoisotopic Mass: 90.03169405
• SMILES: O1COCOC1
• Canonical SMILES: O1COCOC1
• InChI: InChI=1S/C3H6O3/c1-4-2-6-3-5-1/h1-3H2
• InChIKey: BGJSXRVXTHVRSN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,5-trioxane
• IUPAC Traditional name: trioxane
• Synonyms: 1,3,5-trioxane; sym.-Trioxane; 1,3,5-Trioxane; Formaldehyde trimer; s-Trioxan; s-Trioxane; 1,3,5-Trioxacyclohexane; Trioxymethylene; Metaformaldehyde; Trioxin; 三氧杂环已烷; 三聚甲醛; 对称-三噁烷; 1,3,5-三噁烷

Database IDs

• CAS Number: 110-88-3
• EC Number: 203-812-5
• MDL Number: MFCD00006563
• Beilstein Number: 102769
• Merck Index: 149734
• PubChem SID: 162217704; 24900501
• PubChem CID: 8081
• CHEBI ID: 38043
• Chemspider ID: 7790
• Unique Ingredient Identifier: 46BNU65YNY
• Wikipedia Title: 1,3,5-Trioxane

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.1893763
• LogD (pH = 7.4): 0.1893763
• Log P: 0.1893763
• Molar Refractivity: 17.559 cm^3
• Polarizability: 7.737708 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 221 g/L in water
• Apperance: White crystalline solid
• Melting Point: 59-62 °C; 59-62 °C(lit.); 59-62°C; 62°C
• Boiling Point: 112-115 °C; 114-116°C; 115°C
• Flash Point: 113 °F; 45 °C; 45°C (113°F); 45°C(113°F)
• Auto Ignition Point: 777 °F
• Density: 1.17 g/cm3 (65 °C); 1.170

Safety Information

• RTECS: YK0350000
• European Hazard Symbols: Flammable (F); X; Harmful (Xn)
• UN Number: 1325; UN1325
• German water hazard class: 1
• Hazard Class: 4.1
• Packing Group: 2; III
• Risk Statements: 11-37-63; 63-11-37; R22
• Safety Statements: 36/37-46; S24/25
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  2

  2

  0
• Explode Limits: 29 %
• GHS Hazard statements: H228-H335-H361d; H228-H361-H335
• GHS Precautionary statements: P210-P241-P261-P304+P340-P405-P501A; P210-P261-P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2

Product Information

• Purity: ≥99%; ≥99.0% (GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C3H6O3

DETAILS

Sigma Aldrich - T81108

Packaging
2 kg in glass bottle
25, 500 g in glass bottle

REFERENCES

• Convenient organic-soluble source of formaldehyde; alternative to Paraformaldehyde, A11313, or formalin in many reactions. e.g. chloromethylation of aromatics; e.g. polystyrene: J. Am. Chem. Soc., 112, 8187 (1990). For reviews of chloromethylation, see: Org. React., 1, 63 (1942); Russ. Chem. Rev., 46, 891 (1977). Caution! carcinogenic bis(chloromethyl) ether is formed in these reactions.
• For use in combination with HBr for bromomethylation of aromatics, see: Synlett, 55 (1989).
• Used in homolytic formylation of heterocycles, e.g. Lepidine, A14040: J. Org. Chem., 51, 536 (1986).