Merck
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258822

Sigma-Aldrich

4-Methylmorpholine N-oxide solution

50 wt. % in H2O

Synonym(s):
NMMO solution, NMO solution, NSC 73198, NSC 82153
Empirical Formula (Hill Notation):
C5H11NO2
CAS Number:
Molecular Weight:
117.15
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: oxidant

concentration

50 wt. % in H2O

refractive index

n20/D 1.4201

pH

9.00 ( in neat)

bp

118.5 °C

mp

−20 °C

density

1.13 g/mL at 25 °C

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

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Application

  • 4-Methylmorpholine N-oxide (NMO) is widely used as a co-oxidant to regenerate osmium tetroxide (OsO4) catalyst during dihydroxylation of alkenes.
  • In the presence of catalytic amounts of tetra-n-propylammonium perruthenate (TPAP), NMO oxidizes secondary amines to the corresponding imines.
  • 4-Methylmorpholine N-oxide solution can be used to oxidize activated primary halides to aldehydes and secondary halides to ketones, respectively.
  • It can also be used to promote stereoselective intermolecular Pauson-Khand reaction for the synthesis of cyclopentenones.

Oxidant for synthesis of novel organic polymer - inorganic hybrid for use as a catalyst for asymmetrical epoxidation

Reagent or Reactant for:
  • Cyclocondensation and cyclization in the enantioselective synthesis of oxazolomycin A
  • Wharton rearrangement and stereoselective dihydroxylation reactions
  • Reduction of amine N-oxides by diboron reagents
  • Synthesis of polysaccharide blend fibers
  • Synthesis of cellulose / modified nano-SiO2 composite packaging films
  • Copper-catalyzed oxidative coupling for preparation of propargylamines

Used as a pretreatment for techno-economical study of ethanol and biogas production from spruce wood

Packaging

100 g in glass bottle
1 kg in glass bottle

Pictograms

Flame over circleHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Ox. Liq. 2 - Repr. 2

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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