Consider the three constitutional isomers of dioxane (C 4H8O2), shown below.
One of these constitutional isomers is stable under basic conditions, as well as mildly acidic conditions, and is therefore used as a common solvent. Another isomer is stable under basic conditions, but undergoes hydrolysis under mildly acidic conditions. The remaining isomer is extremely unstable and potentially explosive. Identify each isomer and carefully explain the properties of each compound.
From the choices below, what is the most unstable dioxane?
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