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Abstract

The ozonolysis of a hydroxymethylene ketone yields a mixture of diketone and anhydride. Treatment of hydroxymethylene camphor with ozone affords, in addition to the expected camphor quinone, a surprisingly large amount of camphoric anhydride (56%) via Baeyer-Villager reaction. Use of infrared absorption to analyze the relative amounts of camphor quinone and camphoric anhydride in a reaction mixture was studied by comparing peak heights of their carbonyl stretching bands.

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