Dess-Martin periodinane oxidations

The title compound is produced by treatment of 2-iodylbenzoic acid with acetic anhydride in acetic acid, and has found wide application as a mild oxidant ( Dess-Martin periodinane ) for ly and 2y alcohols. Although it appears not to be sensitive to impact, unlike the precursor acid, both explode violently when heated under confinement. The oxidant, on treatment with water is hydrolysed back to the explosive 2-iodylbenzoic acid. Forethought and caution are advised before using these explosive materials on any scale of working. 

De Munari, S., Frigerio, M., Santagostino, M. Hypervalent Iodine Oxidants Structure and Kinetics of the Reactive Intermediates in the Oxidation of Alcohols and 1,2-Diols by o-lodoxybenzoic Acid and Dess-Martin Periodinane. A Comparative 1H-NMR Study. J. Org. Chem. 1996, 61, 9272-9279. 

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