Acetals and ethers: XV. Reactivity of mono‐ and disubstituted cyclic acetals toward ozone in aqueous solution

Mono‐ and disubstituted derivatives of 1,3‐dioxolane and 1,3‐dioxane were oxidized by ozone in aqueous solutions containing monosodium carbonate. In both alkylsubstituted 1,3‐dioxacyclane series the rates of oxidation increase with increasing length of alkyl substituents at the C‐2 dioxacyclane carbon atom. However, the alkyl derivatives of 1,3‐dioxane (III, IV, V) are more resistant toward ozone than the respective 1,3‐dioxolane derivatives (I, II). The pseudo‐first order rate constants for the oxidation of glycerol acetals (VIIa–VIId) decrease in the order: cis ‐dioxolane> trans ‐dioxolane> cis ‐dioxane> trans ‐dioxane.