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Dess-Martin Oxidation. The Dess-Martin Periodinane (DMP), a hypervalent iodine compound, offers selective and very mild oxidation of alcohols to aldehydes or ketones. The oxidation is performed in dichloromethane or chloroform at room temperature, and is usually complete within 0.5 - 2 hours.
Dess–Martin periodinane (DMP) is a chemical reagent used in the Dess–Martin oxidation, oxidizing primary alcohols to aldehydes and secondary alcohols to ketones.
- white powder, chips, crystals or crystalline, powder and/or chunks
- 1.362 g/cm³ solid
- C₁₃H₁₃IO₈
- 424.14 g/mol
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What is Dess Martin oxidation?
What is Dess-Martin periodinane (DMP)?
What is Dess-Martin periodinane used for?
Aldrich-274623; Dess-Martin periodinane 0.97; CAS No.: 87413-09-0; Synonyms: 1,1,1-Tris (acetyloxy)-1,1-dihydro-1,2-benziodoxol-3- (1H)-one; Linear Formula: C13H13IO8; Empirical Formula: C13H13IO8; find related products, papers, technical documents, MSDS & more at Sigma-Aldrich.
A mimic of the Wacker process initiated by a combination of Pd (II) and Dess-Martin periodinane provides methyl ketones from terminal olefins. This operationally simple and scalable method offers Markovnikov selectivity, has good functional group compatibility, and is mild and high yielding.
The Mechanism of Dess-Martin Oxidation. Dess–Martin periodinane (DMP oxidation) is a selective method for oxidizing primary alcohols to aldehydes. Another advantage of the DMP oxidation is that it is performed at milder conditions and does not require a presence of strong acids.
The Dess–Martin oxidation is an organic reaction for the oxidation of primary alcohols to aldehydes and secondary alcohols to ketones using Dess–Martin periodinane. It is named after the American chemists Daniel Benjamin Dess and James Cullen Martin who developed the periodinane reagent in 1983.
Dess–Martin reagents, such as ( 20 ), are used for oxidations, such as a general oxidation method for α-hydroxyesters to give α-ketoesters 〈88TL3433〉. 2-Iodoxy- and iodosobenzoic acids and their anions, which partly or fully exist in cyclic form, are catalysts for the hydrolysis of phosphate esters 〈86JOC4303, 88JOC3972, 89JA250〉.
