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Di-tert-butyl peroxyoxalate is useful for clean, low-temperature generation of t-butoxyl radicals; induces cyclization of alkenyl hydroperoxides; used in radical-trapping experiments, and as initiator for alkene autoxidation and ;polymerization.
Synthesis
Di-tert-butyl peroxyoxalate is readily obtained by reaction of Oxalyl Chloride with t-butyl hydroperoxide and pyridine in anhydrous pentane.
1,2 It is recommended to collect the crystals of DBPO on a precooled filter (- 78 °C).
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The preparation and manipulation of DBPO must be conducted behind a safety shield. Tongs, gloves, and safety masks should be used throughout every operation.DBPO is highly sensitive to scratching or shock especially when the crystals are dry.
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