N-Methylmorpholine N-oxide

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N-Methylmorpholine N-oxide
Identifiers
CAS number [7529-22-8]
SMILES [O-][N+]1(C)CCOCC1
Properties
Molecular formula C5H11NO2
Molar mass 117.15 g/mol
Melting point

180 - 184 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

N-Methylmorpholine-N-oxide or NMO is an organic compound. This heterocyclic amine oxide and morpholine derivative is used in organic chemistry as a co-oxidant and sacrificial catalyst in oxidation reactions for instance in osmium tetroxide oxidations and the Sharpless asymmetric dihydroxylation or oxidations with TPAP. NMO is commercially supplied both as a monohydrate C5H11NO2.H2O and as the anhydrous compound. NMO is used as a solvent for Lyocell manufacturing.


Oxidation of an alkene with osmium tetroxide (0.06 eq.) and NMO (1.2 eq.)in acetone/water 5:1 RT 12 hrs.
Oxidation of an alkene with osmium tetroxide (0.06 eq.) and NMO (1.2 eq.)in acetone/water 5:1 RT 12 hrs.[1]


[edit] References

  1. ^ Preparation of 3H-Pyrrolo[2,3-c]isoquinolines and 3H-Pyrrolo[2,3-c][2,6]- and 3H-Pyrrolo[2,3-c][1,7]-naphthyridines U. Narasimha Rao, Xuemei Han and Edward R. Biehl Arkivoc 2002 (x) 61-66 Online Article
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