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Dioxane tetraketone

Dioxane tetraketone (or 1,4-dioxane-2,3,5,6-tetrone) is an organic compound with the formula C<sub>4</sub>O<sub>6</sub>. It is an oxide of carbon (an oxocarbon), which can be viewed as the fourfold ketone of dioxane. It can also be viewed as the cyclic dimer of oxiranedione (C<sub>2</sub>O<sub>3</sub>), the hypothetical anhydride of oxalic acid.

In 1998, Paolo Strazzolini and others synthesized this compound by reacting oxalyl chloride (COCl)<sub>2</sub> or the bromide (COBr)<sub>2</sub> with a suspension of silver oxalate (Ag<sub>2</sub>C<sub>2</sub>O<sub>4</sub>) in diethyl ether at −15&nbsp;°C, followed by evaporation of the solvent at low temperature and pressure. The substance is stable when dissolved in ether and chloroform at −30&nbsp;°C, but decomposes into a 1:1 mixture of carbon monoxide (CO) and carbon dioxide (CO<sub>2</sub>) upon heating to 0&nbsp;°C. The stability and conformation of the molecule were also analyzed by theoretical methods.

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