Dess-Martin reagent

CAS 87413-09-0, Cat. No EN300-66581
Oxidizing reagent

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The Dess-Martin reagent is a widely utilized oxidant, effectively transforming 1° and 2° alcohols into aldehydes and ketones. Presenting as a stable white powder, it exhibits a melting point ranging from 103 to 133 °C¹. The Dess-Martin reagent offers key advantages over chromium- and DMSO-based oxidants. These benefits encompass milder reaction conditions (at room temperature and neutral pH), abbreviated reaction times, elevated yields, simplified purification steps, exceptional chemoselectivity, and compatibility with sensitive functional groups². Usually, the reaction is conducted in DCM or chloroform but can be performed in DMSO, DMF, and EtOAc. Using the standard Dess–Martin periodinane conditions, alcohols can be oxidized to aldehydes/ketones without affecting furan rings, sulfides, vinyl ethers, and secondary amides^1,2. Allylic alcohols, which are typically difficult to convert to their respective carbonyls using the typical oxidants, are easily oxidized using DMP. Also, it can oxidize N-protected amino alcohols without epimerization (unlike most other oxidants, including Swern oxidation).

Synonyms: Dess-Martin reagent; Dess-Martin periodinane reagent; Dess-Martin oxidant; 1,2-benziodoxol-3(1H)-one, 1,1,1-tris(acetyloxy)-1,1-dihydro- (9CI); (1,1-diacetoxy-3-oxo-1,2-benziodoxol-1-yl) acetate; 1,1,1-Triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one; 1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-on; 3-oxo-1λ⁵,2-benziodoxole-1,1,1(3H)-triyl triacetate