Dess-Martin periodinane

Description

Dess-Martin Periodinane (DMP) is an acylated variant of the oxidizing agent IBX. The acyl groups provide DMP more solubility in organic solvents than IBX. DMP is a relatively mild reagent that can be used under neutral conditions providing a high degree of selectivity and functional group compatibility. Other benefits include the fact that DMP is much less toxic than chromium based alternatives and the work-up is relatively easy. One of the main drawbacks is the potential explosive capacity of DMP. The cost of DMP is also relatively high and its high molecular weight often necessitates using quite a lot of reagent.

The Uses of Dess-Martin periodinane

Dess-Martin Periodinaneis a very usefulreagent used in the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones.

The Uses of Dess-Martin periodinane

To a solution of the SM (1.0 equiv) in DCM (0.1 M) was added Dess-Martin periodinane (1.8 equiv). The mixture was stirred at RT for 16 h, after which time it was poured into EtOAc (800 mL), washed with 1:1 10% Na2S2O3/sat aq NaHCO3 (4x), then sat aq NaCl. The org layer was dried (MgSO4) and concentrated in vacuo to provide to product as a yellow solid. [96%]

What are the applications of Application

Dess-Martin periodinane solution is widely employed reagent for the mild oxidation of alcohols to aldehydes and ketones