N-Methylmorpholine N-oxide

N-Methylmorpholine N-oxide
Identifiers
CAS Number	7529-22-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:52093 ;
ChemSpider	74032 ;
ECHA InfoCard	100.028.538
PubChem CID	82029;
UNII	ARC64PKJ0F ;
CompTox Dashboard (EPA)	DTXSID3029287 ;
	InChI InChI=1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3 Key: LFTLOKWAGJYHHR-UHFFFAOYSA-N ; InChI=1/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3 Key: LFTLOKWAGJYHHR-UHFFFAOYAV;
	SMILES C[N+]1(CCOCC1)[O-];
Properties
Chemical formula	C5H11NO2
Molar mass	117.15 g/mol
Melting point	180 to 184 °C (356 to 363 °F; 453 to 457 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

N-Methylmorpholine N-oxide (more correctly 4-methylmorpholine 4-oxide), NMO or NMMO 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.^[1] NMO is commercially supplied both as a monohydrate C₅H₁₁NO₂·H₂O and as the anhydrous compound. The monohydrate is used as a solvent for cellulose in the lyocell process to produce cellulose fibers.

^ Mark R. Sivik and Scott D. Edmondson "N-Methylmorpholine N-Oxide" E-EROS ENCYCLOPEDIA OF REAGENTS FOR ORGANIC SYNTHESIS, 2008 doi:10.1002/047084289X.rm216.pub2