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1,3-dioxolane
Sign in to saveAlso 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
Research
834 papers- RIFM fragrance ingredient safety assessment, ethyl 2-methyl-1,3-dioxolane-2-acetate, CAS Registry Number 6413-10-1.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 2018
- In Situ Polymerized 1,3-Dioxolane Electrolyte for Integrated Solid-State Lithium Batteries.Angewandte Chemie (International ed. in English) · 2023
- Enantioselective Synthesis of β-l-5-[(E)-2-Bromovinyl)-1-((2S,4S)-2-(hydroxymethyl)-1,3-(dioxolane-4-yl) Uracil)] (l-BHDU) via Chiral Pure l-Dioxolane.The Journal of organic chemistry · 2024
- Poly-1,3-dioxolane anchoring graphitic carbon nitride to achieve high-energy-density solid-state Li metal batteries.Journal of colloid and interface science · 2023
- Investigation on the Copolymer Electrolyte of Poly(1,3-dioxolane-co-formaldehyde).Macromolecular rapid communications · 2020
via PubMed
Wikidata facts
- Mass
- 74.036779
Show 7 more facts
- chemical formula
- C₃H₆O₂
- Commons category
- 1,3-Dioxolane
- canonical SMILES
- C1COCO1
- melting point
- -95
- electric dipole moment
- 1.19
- ionization energy
- 9.90
- boiling point
- 78
Sources (3)
via Wikidata · CC0
~3 min read
Article
6 sectionsContents
- 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