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1,3-dioxolane

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1,3-dioxolane

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Also known as dioxolane

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 3-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.

Chemical data

Formula
C3H6O2
Molecular weight
74.08 g/mol
IUPAC name
1,3-dioxolane
SMILES
C1COCO1
InChIKey
WNXJIVFYUVYPPR-UHFFFAOYSA-N
XLogP
-0.4
Polar surface area
18.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

~3 min read

Encyclopedic overview

6 sections
Contents
  • As a class of compounds
  • Protecting groups
  • Natural products
  • See also
  • References
  • External links

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 3-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.

==As a class of compounds== Dioxolanes are a group of organic compounds containing the dioxolane ring. Dioxolanes can be prepared by acetalization of aldehydes and ketalization of ketones with ethylene glycol. center|synthesis of dioxolane group

Excerpted from Wikipedia’s “1,3-dioxolane” article, available under the CC BY-SA 4.0 licence.

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