224286
4-Methylmorpholine N-oxide
97%
Synonym(s):
NMO
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About This Item
Empirical Formula (Hill Notation):
C5H11NO2
CAS Number:
Molecular Weight:
117.15
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
231-391-8
Beilstein/REAXYS Number:
507437
MDL number:
Assay:
97%
Quality Level
assay
97%
reaction suitability
reagent type: oxidant
mp
180-184 °C (lit.)
functional group
ether
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
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.
signalword
Danger
hcodes
Hazard Classifications
Flam. Sol. 1 - Repr. 2
Storage Class
4.1B - Flammable solid hazardous materials
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)]
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 224286-100G | 04061838778888 |
| 224286-25G | 04061838778895 |
| 224286-5G | 04061838778901 |