Structure via PubChem · Public domain (PubChem)
glycolide
Sign in to saveGlycolide (1,4-dioxane-2,5-dione) is a dimer of glycolic acid. Its structure is six-membered ring containing two lactones, an oxidized variant of p-dioxane. The compound can be synthesized from glycolic acid, via a high-temperature oligomerization to form polyglycolide followed by a depolymerization process. A more direct method is by self-condensation of the sodium salt of chloroacetic acid. It is useful as a starting material for the production of polyglycolide.
Chemical data
- Formula
- C4H4O4
- Molecular weight
- 116.07 g/mol
- IUPAC name
- 1,4-dioxane-2,5-dione
- SMILES
- C1C(=O)OCC(=O)O1
- InChIKey
- RKDVKSZUMVYZHH-UHFFFAOYSA-N
- XLogP
- -0.2
- Polar surface area
- 52.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 116.011
Show 4 more facts
- chemical formula
- C₄H₄O₄
- canonical SMILES
- C1C(=O)OCC(=O)O1
- melting point
- 82.0
- Commons category
- Glycolide
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Glycolide (1,4-dioxane-2,5-dione) is a dimer of glycolic acid. Its structure is six-membered ring containing two lactones, an oxidized variant of p-dioxane. The compound can be synthesized from glycolic acid, via a high-temperature oligomerization to form polyglycolide followed by a depolymerization process. A more direct method is by self-condensation of the sodium salt of chloroacetic acid. It is useful as a starting material for the production of polyglycolide.
== References ==
Excerpted from Wikipedia’s “glycolide” article, available under the CC BY-SA 4.0 licence.