Dioxolane

This article is about 1,3-dioxolane. For the other dioxolane isomer, see 1,2-dioxolane.
Dioxolane[1]
Names
Preferred IUPAC name
1,3-Dioxolane[3]
Systematic IUPAC name
1,3-Dioxacyclopentane
Other names
Dioxolane
5-Crown-2
Formal glycol[2]
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.010.422 Edit this at Wikidata
EC Number
  • 211-463-5
UNII
UN number 1166
  • InChI=1S/C3H6O2/c1-2-4-5-3-1/h1-3H2 checkY
    Key: SNQXJPARXFUULZ-UHFFFAOYSA-N checkY
  • InChI=1/C3H6O2/c1-2-4-5-3-1/h1-3H2
    Key: SNQXJPARXFUULZ-UHFFFAOYAS
  • O1CCOC1
Properties
C3H6O2
Molar mass 74.08 g/mol
Density 1.06 g/cm3
Melting point −95 °C (−139 °F; 178 K)
Boiling point 75 °C (167 °F; 348 K)
Hazards
GHS labelling:[4]
GHS02: Flammable
Danger
H225
P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Dioxolane is a heterocyclic acetal with the chemical formula (CH2)2O2CH2. It is related to tetrahydrofuran (THF) by replacement of the methylene group (CH2) at the 2-position with an oxygen atom. The corresponding saturated 6-membered C4O2 rings are called dioxanes. The isomeric 1,2-dioxolane (wherein the two oxygen centers are adjacent) is a peroxide. 1,3-dioxolane is used as a solvent and as a comonomer in polyacetals.

  1. ^ 1,3-Dioxolane at Sigma-Aldrich
  2. ^ formal glycol - PubChem Public Chemical Database
  3. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 145. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  4. ^ "1,3-Dioxolane". pubchem.ncbi.nlm.nih.gov.