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1,3-dioxetane
Sign in to saveAlso known as 1,3-dioxacyclobutane
1,3-Dioxetane (1,3-dioxacyclobutane) is a heterocyclic organic compound with formula C2O2H4, whose backbone is a four-member ring of alternating oxygen and carbon atoms. It can be viewed as a dimer of formaldehyde (COH2).
Chemical data
- Formula
- C2H4O2
- Molecular weight
- 60.05 g/mol
- IUPAC name
- 1,3-dioxetane
- SMILES
- C1OCO1
- InChIKey
- GFAJOMHUNNCCJQ-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 18.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 60.021129
Show 3 more facts
- canonical SMILES
- C1OCO1
- chemical formula
- C₂H₄O₂
- Commons category
- 1,3-Dioxetane
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
1,3-Dioxetane (1,3-dioxacyclobutane) is a heterocyclic organic compound with formula C2O2H4, whose backbone is a four-member ring of alternating oxygen and carbon atoms. It can be viewed as a dimer of formaldehyde (COH2).
Derivatives of 1,3-dioxetane are rarely encountered as intermediates in the literature. Usually, they are prepared via [[Woodward–Hoffmann rules#%5B2+2%5D_Cycloadditions|[2+2] cycloadditions]] of two carbonyl compounds. Molecular orbital theory calculations suggest that they should be more stable than the 1,2-isomers, which are more intensively studied.
Excerpted from Wikipedia’s “1,3-dioxetane” article, available under the CC BY-SA 4.0 licence.