Chemistry:Davis reagent

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Davis reagent
Davis reagent.svg
Names
IUPAC name
2-(Benzenesulfonyl)-3-phenyloxaziridine
Other names
  • 2-(Phenylsulfonyl)-3-phenyloxaziridine
Identifiers
3D model (JSmol)
ChemSpider
Properties
C13H11NO3S
Molar mass 261.30 g·mol−1
Hazards
GHS pictograms GHS07: Harmful
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Davis reagent (3-phenyl-2-(phenylsulfonyl)-1,2-oxaziridine or 2-(benzenesulfonyl)-3-phenyloxaziridine) is a reagent used for oxidation in the Davis oxidation reaction,[1] as well as oxidation of thiols to sulfones.[2] It is named for Franklin A. Davis.

References

  1. Davis, Franklin A.; Vishwakarma, Lal C.; Billmers, Joanne G.; Finn, John (1 August 1984). "Synthesis of α-hydroxycarbonyl compounds (acyloins): direct oxidation of enolates using 2-sulfonyloxaziridines". The Journal of Organic Chemistry 49 (17): 3241–3243. doi:10.1021/jo00191a048. 
  2. Sandrinelli, Franck; Perrio, Stéphane; Beslin, Pierre (13 September 1999). "A New Reaction of 2-(Phenylsulfonyl)-3-phenyloxaziridine (Davis Reagent): Oxidation of Thiolates to Sulfinates. Application to the Synthesis of Sulfones". Organic Letters 1 (8): 1177–1180. doi:10.1021/ol990170k.