MoOPH
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Other names
Oxodiperoxymolybdenum(pyridine)(hexamethylphosphoric triamide)[1]
Vedejs Reagent | |
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3D model (
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C11H23MoN4O6P | |
Molar mass | 434.25 g·mol−1 |
Appearance | Yellow crystals[1] |
Melting point | 103–105 °C (217–221 °F; 376–378 K) (dec)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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MoOPH, also known as oxodiperoxymolybdenum(pyridine)-(hexamethylphosphoric triamide), is a
Synthesis
MoOPH is synthesized from
Reactivity
Due to MoOPH's
In addition, nitriles with acidic alpha protons can be converted directly to cyanohydrins; however, in the case of branched nitriles, this reaction directly affords the ketone.[7]
In the case of sulfones, alpha-hydroxylation leads directly to the ketone or aldehyde.[8]
Common byproducts of the alpha-hydroxylation tend to include overoxidation to the corresponding dicarbonyl or intermolecular aldol reaction of the starting material. Procedures to prevent side reactions include the inverse addition of the enolate to MoOPH or careful control of the temperature (-78 to -20 °C). Notable miscellaneous reactions include MoOPH’s ability to oxidize alkylboranes directly to the alcohol with net stereo-retention.[9]
MoOPH has also been shown to oxidize N-trimethylsilyl amides directly to the hydroxamic acid.[10]