All Photos(5)
Synonym(s):
NMO
Empirical Formula (Hill Notation):
C5H11NO2
CAS Number:
Molecular Weight:
117.15
Beilstein:
507437
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
97%
reaction suitability
reagent type: oxidant
mp
180-184 °C (lit.)
storage temp.
2-8°C
SMILES string
C[N+]1([O-])CCOCC1
InChI
1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
InChI key
LFTLOKWAGJYHHR-UHFFFAOYSA-N
Related Categories
General description
4-Methylmorpholine N-oxide is an organic compound used as a co-oxidant along with OsO4 and ruthenates in organic synthesis. In recent studies, it has been used as a catalyst in silylcyanation of aldehydes and ketones. Lyocell, a regenerated cellulose fiber, can be prepared using 4-methylmorpholine N-oxide in an eco-friendly manner.
Application
Non-metallic catalyst for the cyanosilylation of ketones. Co-oxidant for Sharpless asymmetric dihydroxylation in ionic liquids.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 1 - Repr. 2
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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N?Methylmorpholine N?Oxide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)
Synlett, 6, 1077-1079 (2004)
Marzieh Shafiei et al.
Bioresource technology, 102(17), 7879-7886 (2011-06-21)
Given that N-methylmorpholine-N-oxide (NMMO) is a promising alternative for the pretreatment of lignocelluloses, a novel process for ethanol and biogas production from wood was developed. The solvent, NMMO, is concentrated by multistage evaporation, and the wood is pretreated with the
Luís C Branco et al.
The Journal of organic chemistry, 69(13), 4381-4389 (2004-06-19)
The use of room-temperature ionic liquids (RTILs) in the Sharpless catalytic asymmetric dihydroxylation (AD) as a cosolvent or replacement of the tert-butanol was studied in detail by screening 11 different RTILs. The AD reaction is faster in 1-n-butyl-3-methylimidazolium hexafluorophosphate [C(4)mim][PF(6)]
Nicolas Dupuy et al.
The Journal of chemical physics, 142(21), 214109-214109 (2015-06-08)
We study the ionization energy, electron affinity, and the π → π(∗) ((1)La) excitation energy of the anthracene molecule, by means of variational quantum Monte Carlo (QMC) methods based on a Jastrow correlated antisymmetrized geminal power (JAGP) wave function, developed
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