Oxidation of diols with periodic acid

The kinetics of oxidation of pinacol by periodate have been studied at 0. Over the range ph 0. The kinetics are second order except at 0. Under the latter conditions, with excess pinacol, the kinetics are those of consecutive first. Order reactions, showing that an intermediate is being formed in appreciable concentration. Periodate cleavage of 1, 2.
Periodic acid is the highest oxoacid of iodine, in which the iodine exists in oxidation state vii. Like all periodates it can exist in two forms. Orthoperiodic acid, with the chemical formula h5io6 and metaperiodic acid, which has the formula hio4. Periodic acid was discovered by heinrich gustav magnus and c. Periodic acid oxidation. From _organic reactions_, vol. Oxidation of alginic acid. Of dried alginic acid is stirred vigorously with. M periodic acid solution until peptized, which requires about one and one half hours.
The kinetics of the oxidation of four vicinal diols, four other diols, and two of their monoethers by acid permanganate have been studied. The oxidative cleavage with periodic acid has been succesfully applied in the constitutional analysis of sugars. The presence of several pairs of vicinal diols during oxidation with periodic acid can lead to the formation of complex product mixtures. Treatment of a sugar with sufficient amounts of oxidizing agent yields c 1.
Or vicinal diols are cleaved by periodic acid, hio 4, into two carbonyl compounds. The reaction is selective for 1, 2. The reaction occurs via the formation of a cyclic periodate ester. This can be used as a functional group test for 1, 2. Oxidation and reduction. Periodate cleavage of 1, 2.
Oxidation mechanism dess. When a diol or more than one equivalent of alcohol is used, acetoxydialkoxyperiodinane is formed instead. Periodic acid is the highest oxoacid of iodine, in which the iodine exists in oxidation state vii. Like all periodates it can exist in two forms. Orthoperiodic acid, with the chemical formula h 5 io 6 and metaperiodic acid, which has the formula hio 4. Periodic acid was discovered by heinrich gustav magnus and c.
Vicinal diols are cleaved by periodic acid to yield aldehydes or ketones, oxidation of diols with sodium periodate is a stoichiometric reaction. Comment lead tetraacetate reacts analogously. Unlike the periodic acid oxidation, the reaction with lead tetraacetate also takes place in non.