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Acetals and ethers: XV. Reactivity of mono‐ and disubstituted cyclic acetals toward ozone in aqueous solution
Author(s) -
Piasecki A.,
Sokolowski A.,
Burczyk B.,
Piasecka K.
Publication year - 1986
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02645755
Subject(s) - dioxolane , chemistry , aqueous solution , medicinal chemistry , reactivity (psychology) , alkyl , ozone , carbon atom , reaction rate constant , organic chemistry , kinetics , medicine , alternative medicine , physics , pathology , quantum mechanics
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.