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Merck
모든 사진(3)

주요 문서

258822

Sigma-Aldrich

4-Methylmorpholine N-oxide solution

50 wt. % in H2O

동의어(들):

NMMO solution, NMO solution, NSC 73198, NSC 82153

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About This Item

실험식(Hill 표기법):
C5H11NO2
CAS Number:
Molecular Weight:
117.15
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22
양식:
liquid

양식

liquid

Quality Level

반응 적합성

reagent type: oxidant

농도

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

작용기

ether

저장 온도

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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애플리케이션

  • 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

픽토그램

Health hazard

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Repr. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Asymmetric dihydroxylation via ligand-accelerated catalysis.
Jacobsen E N, et al.
Journal of the American Chemical Society, 110(6), 1968-1970 (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)
Catalytic Osmium Tetroxide Oxidation of Olefins: cis?1, 2?Cyclohexanediol.
VanRheenen V, et al.
Organic Syntheses, 43-43 (1988)
Catalytic oxidation of secondary amines with tetra-n-propylammonium perruthenate.
Goti A and Romani M
Tetrahedron Letters, 35(35), 6567-6570 (1994)
Lauri K J Hauru et al.
Biomacromolecules, 13(9), 2896-2905 (2012-08-08)
The ionic liquids 1-ethyl-3-methylimidazolium acetate [emim]OAc, N,N,N,N-tetramethylguanidium propionate [TMGH]EtCO(2), and N,N,N,N-tetramethylguanidium acetate [TMGH]OAc, and the traditional cellulose solvent N-methylmorpholine N-oxide NMMO were characterized for their Kamlet-Taft (KT) values at several water contents and temperatures. For the ionic liquids and NMMO

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