271020

1,3-Dioxolane

anhydrous, contains ~75 ppm BHT as inhibitor, 99.8%

• Synonym(s): Ethylene glycol methylene ether, Formaldehyde ethylene acetal
• Empirical Formula (Hill Notation): C₃H₆O₂
• CAS Number: 646-06-0
• Molecular Weight: 74.08
• Beilstein/REAXYS Number: 102453
• EC Number: 211-463-5
• MDL number: MFCD00003207
• UNSPSC Code: 12352005
• PubChem Substance ID: 57648184
• NACRES: NA.21

Properties

• grade: anhydrous
• Quality Level: 100
• vapor density: 2.6 (vs air)
• vapor pressure: 70 mmHg ( 20 °C)
• assay: 99.8%
• form: liquid
• autoignition temp.: 525 °F
• contains: ~75 ppm BHT as inhibitor
• impurities: <0.003% water; <0.005% water (100 mL pkg)
• evapn. residue: <0.0005%
• refractive index: n20/D 1.401 (lit.)
• bp: 75-76 °C/1.013 hPa
• mp: −95 °C (lit.)
• density: 1.06 g/mL at 25 °C (lit.)
• SMILES string: C1COCO1
• InChI: 1S/C3H6O2/c1-2-5-3-4-1/h1-3H2
• InChI key: WNXJIVFYUVYPPR-UHFFFAOYSA-N

Description

General description

1,3-dioxolane is a heterocyclic acetal that is commonly used as a green solvent in formulations and production processes. It is also used as a reactant in organic synthesis. Long-term storage of 1,3-dioxolane forms organic peroxides. This process can be suppressed by adding butylated hydroxytoluene (BHT) as a stabilizer. BHT removes the free radicals required for peroxide formation.

Application

1,3-dioxolane can be used as a solvent:      

• For the extraction of biodegradable poly(3-hydroxybutyrate) (PHB) from biomass.     
• To produce stable dispersions of multiwalled carbon nanotubes (MWCNTs) for the synthesis of modified glassy carbon electrodes.
• To synthesize copolymers (polyoxymethylene) by cationic copolymerization of 1,3,5-trioxane in the presence of maghnite-H⁺ as a catalyst.

It is also used as a reactant to prepare quasi-solid-state poly(1,3-dioxolane) electrolyte by Sc(OTf)₃ catalyzed ring-opening polymerization reactions.
      

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H225,H319,H360
• pcodes: P202 - P210 - P233 - P240 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 1
• flash_point_f: 26.6 °F - closed cup
• flash_point_c: -3 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves