Abstract
The reaction of quinaldine N-oxide with benozyl chloride has been investigated using 18O as tracer. The main product, 2-benzoyloxymethylquinoline, obtained by the reaction of quinaldine N-oxide and 18O-labelled benzoyl chloride has been shown to contain an equal concentration of 18O in both ether and carbonyl oxygens. In addition to the main product, this reaction give small amounts of carbon dioxide and quinaldine, suggesting the formation of radicals in the reaction path, however the addition of radical scavenger, DPPH, fails to effect the reaction. This evidence favours a radical cage reaction, and rules out an intramolecular ionic mechanism and a free radical chain process.
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