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224286

4-Methylmorpholine N-oxide

Name: 4-Methylmorpholine <I>N</I>-oxide
Brand: ALDRICH

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

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24853425

EC Number:

231-391-8

Beilstein/REAXYS Number:

507437

MDL number:

MFCD00005947

Assay:

97%

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Properties

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

Description

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

GHS02,GHS08

signalword

Danger

hcodes

H228,H361f

pcodes

P202 - P210 - P240 - P241 - P280 - P308 + P313

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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N?Methylmorpholine N?Oxide

Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)

Vertical and adiabatic excitations in anthracene from quantum Monte Carlo: Constrained energy minimization for structural and electronic excited-state properties in the JAGP ansatz.

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

Ionic liquids as a convenient new medium for the catalytic asymmetric dihydroxylation of olefins using a recoverable and reusable osmium/ligand.

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)]

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Global Trade Item Number

SKU	GTIN
224286-100G	04061838778888
224286-25G	04061838778895
224286-5G	04061838778901