Addition of water to various solvents used for oxidative ozonolysis of oleic acid increases acid product yield and diminishes ester by-product yield but the effect is non-stoichiometric. Hydrolysis of peranhydride intermediates and chain-termination mechanisms are possible explanations. Octyl nonanoate is identified as a by-product of nonanal autoxidation; its yield is diminished by adding water or ethanol. Reduced platinum oxide catalyzes oleic acid and 5-decene ozonide autoxidation but platinum on charcoal is without significant effect.
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