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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).

Wikidata facts

Mass
60.021129
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canonical SMILES
C1OCO1
chemical formula
C₂H₄O₂
Commons category
1,3-Dioxetane
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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.

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