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224286

Sigma-Aldrich

4-Methylmorpholine N-oxide

97%

Synonym(s):

NMO

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About This Item

Empirical Formula (Hill Notation):
C5H11NO2
CAS Number:
7529-22-8
Molecular Weight:
117.15
Beilstein:
507437
EC Number:
231-391-8
MDL number:
MFCD00005947
UNSPSC Code:
12352005
PubChem Substance ID:
24853425
NACRES:
NA.22

Quality Level

200

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

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.

Pictograms

FlameHealth hazard
GHS02,GHS08

Signal Word

Danger

Hazard Statements

H228,H361f

Hazard Classifications

Flam. Sol. 1 - Repr. 2

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

224286-5G:
224286-VAR:
224286-1KG:
224286-500G:
224286-100G:
224286-25G:
224286-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
0000119535
WXBD3770V
WXBD1685V
0000061738
0000060021

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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
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
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)]
N?Methylmorpholine N?Oxide
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)
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Global Trade Item Number

SKUGTIN
224286-100G4061838778888
224286-25G4061838778895
224286-500G
224286-5G4061838778901

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