Skip to content
1,3-dioxetane

Structure via PubChem · Public domain (PubChem)

EntityQ639718· pop 17· linked from 6 articles

1,3-dioxetane

Sign in to save

Also 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

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 sections
Contents
  • 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.