N-Methylmorpholine N-oxide

N-Methylmorpholine N-oxide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.028.538 Edit this at Wikidata
UNII
  • InChI=1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3 checkY
    Key: LFTLOKWAGJYHHR-UHFFFAOYSA-N checkY
  • InChI=1/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
    Key: LFTLOKWAGJYHHR-UHFFFAOYAV
  • C[N+]1(CCOCC1)[O-]
Properties
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).
checkY verify (what is checkY☒N ?)

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.

  1. ^ 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