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1,3-dioxetane

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EntityQ639718· pop 17· linked from 6 articles

1,3-dioxetane

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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).

In the Vinony graph

Within Vinony's link graph, 1,3-dioxetane is referenced by 6 other articles, and connects out to International Standard Book Number, chemical formula and organic compound.

It is catalogued under topics including Chembox image size set, Chemical articles with multiple compound IDs and Dioxetanes.

Its subject is documented across 16 Wikipedia language editions.

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

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Wikidata facts

Mass
60.021129
Show 3 more facts
canonical SMILES
C1OCO1
chemical formula
C₂H₄O₂
Commons category
1,3-Dioxetane
Sources (2)

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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.

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