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258822

Sigma-Aldrich

4-Methylmorpholine N-oxide solution

50 wt. % in H2O

Sinonimo/i:

NMMO solution, NMO solution, NSC 73198, NSC 82153

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About This Item

Formula empirica (notazione di Hill):
C5H11NO2
Numero CAS:
7529-22-8
Peso molecolare:
117.15
Numero MDL:
MFCD00005947
Codice UNSPSC:
12352005
ID PubChem:
24855662
NACRES:
NA.22

Forma fisica

liquid

Impiego in reazioni chimiche

reagent type: oxidant

Concentrazione

50 wt. % in H2O

Indice di rifrazione

n20/D 1.4201

pH

9.00 ( in neat)

P. eboll.

118.5 °C

Punto di fusione

−20 °C

Densità

1.13 g/mL at 25 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

C[N+]1([O-])CCOCC1

InChI

1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
LFTLOKWAGJYHHR-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

  • 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

Pittogrammi

Health hazard
GHS08

Avvertenze

Warning

Indicazioni di pericolo

H361f

Classi di pericolo

Repr. 2

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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Catalytic Osmium Tetroxide Oxidation of Olefins: cis?1, 2?Cyclohexanediol.
VanRheenen V, et al.
Organic Syntheses, 43-43 (1988)
Oxidation of activated halides to aldehydes and ketones by N-methylmorpholine-N-oxide.
Griffith W P, et al.
Synthetic Communications, 22(13), 1967-1971 (1992)
Asymmetric dihydroxylation via ligand-accelerated catalysis.
Jacobsen E N, et al.
Journal of the American Chemical Society, 110(6), 1968-1970 (1988)
Catalytic oxidation of secondary amines with tetra-n-propylammonium perruthenate.
Goti A and Romani M
Tetrahedron Letters, 35(35), 6567-6570 (1994)
Qiang Li et al.
Bioresource technology, 107, 251-257 (2012-01-10)
To fully exploit the benefits of N-methylmorpholine-N-oxide (NMMO) in lignocelluloses bioconversion, a compatible system was established for efficient in situ saccharification of cellulose in NMMO-aqueous media in which the NMMO is able to activate and solubilize the cellulose, and the
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