MoOPH

MoOPH
Names
Other names
Oxodiperoxymolybdenum(pyridine)(hexamethylphosphoric triamide)
Vedejs Reagent
Identifiers
3D model (JSmol)
ChemSpider
  • InChI= 1S/C6H18N3OP.C5H5N.Mo.2O2.O/c1-7(2)11(10,8(3)4)9(5)6;1-2-4-6-5-3-1;;2*1-2;/h1-6H3;1-5H;;;;/q;;+4;2*-2;
    Key:  PPRBHGIGPWBROO-UHFFFAOYSA-N
  • c0cccc[n+]0[Mo-2]12(OO1)(OO2)(=O)[O+]=P(N(C)C)(N(C)C)N(C)C
Properties
C11H23MoN4O6P
Molar mass 434.25 g·mol−1
Appearance Yellow crystals
Melting point 103–105 °C (217–221 °F; 376–378 K) (dec)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

MoOPH, also known as oxodiperoxymolybdenum(pyridine)-(hexamethylphosphoric triamide), is a reagent used in organic synthesis. It contains a molybdenum(VI) center with multiple oxygen ligands, coordinated with pyridine and HMPA ligands, although the HMPA can be replaced by DMPU. It is an electrophilic source of oxygen that reacts with enolates and related structures, and thus can be used for alpha-hydroxylation of carbonyl-containing compounds. Other reagents used for alpha-hydroxylation via enol or enolate structures include Davis oxaziridine, oxygen, and various peroxyacids (see Rubottom oxidation). This reagent was first utilized by Edwin Vedejs as an efficient alpha-hydroxylating agent in 1974 and an effective preparative procedure was later published in 1978.