Iodide

IBX acid or 2-Iodoxybenzoic acid is an organic compound used in organic synthesis as an oxidizing agent. This Periodinane is especially suited to oxidize alcohols to aldehydes. The IBX acid is prepared from 2-iodobenzoic acid, potassium bromate and sulfuric acid.[1] Frigerio and co-workers have also demonstrated, in 1999 that potassium bromate may be replaced by commercially available oxone.

2-Iodoxybenzoic acid (IBX), the impact-sensitive intermediate in the synthesis of the Dess-Martin periodinane, is available in a DMSO solution and is used as an oxidizing agent.

Dess-Martin periodinane is a chemical reagent used to oxidize primary alcohols to aldehyde and secondary alcohols to ketones.[1][2] This periodinane has several advantages over chromium- and DMSO-based oxidants that include milder conditions, shorter reaction times, higher yields, and simplified workups. It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin.

Aziridination of N-tosylimines with activated methylene compounds induced by iodobenzene diacetate [PhI(OAc)₂] and tetra butyl ammonium bromide [Bu₄NBr] afforded the corresponding 2,2-difunctionalized aziridines in good yields with the aid of a catalytic amount of base. The reaction is hypothesized to proceed via a tandem nucleophilic addition-oxidative cyclization pathway.

The concept of hypervalent iodine was developed by J.J. Musher in 1969. In order to accommodate the excess of electrons in hypervalent compounds the 3-center-4-electron bond was introduced in analogy with the 3-center-2-electron bond observed in electron deficient compounds. One such bond exists in iodine(III) compounds and two such bonds reside in iodine(V) compounds.