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4-Methylmorpholine N-oxide

CAS No.
7529-22-8
Chemical Name:
4-Methylmorpholine N-oxide
Synonyms
NMO;4-METHYLMORPHOLINE 4-OXIDE;N-Methylmorpholine oxide;Morpholine, 4-methyl-, 4-oxide;4-methyl-morpholin4-oxide;MMNO;4-methyl-4-oxidomorpholin-4-ium;4-methylmorpholine n-oxide solution;4-MethylMorpholin-4-iuM-4-olate;NSC 82153
CBNumber:
CB7305470
Molecular Formula:
C5H11NO2
Molecular Weight:
117.15
MDL Number:
MFCD00005947
MOL File:
7529-22-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-16 07:06:08

4-Methylmorpholine N-oxide Properties

Melting point 180-184 °C(lit.)
Boiling point 118-119°C
Density 1,14 g/cm3
vapor pressure 1.41hPa at 20℃
refractive index n20/D 1.43
Flash point 118-119°C
storage temp. 2-8°C
solubility DMSO (Soluble), Methanol (Slightly)
form Liquid
pka 4.93±0.20(Predicted)
color Clear colorless to yellow
PH 9.00 ( in neat)
Water Solubility Soluble in water, methanol, ethanol, acetone, ethers and dimethylsulfoxide.
BRN 507437
Stability Hygroscopic
Cosmetics Ingredients Functions SURFACTANT - FOAM BOOSTING
SURFACTANT - CLEANSING
CLEANSING
InChI 1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
InChIKey LFTLOKWAGJYHHR-UHFFFAOYSA-N
SMILES C[N+]1([O-])CCOCC1
LogP -1.2 at 25℃
CAS DataBase Reference 7529-22-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII ARC64PKJ0F
NIST Chemistry Reference N-Methylmorpholine-N-oxide(7529-22-8)
EPA Substance Registry System Morpholine, 4-methyl-, 4-oxide (7529-22-8)
UNSPSC Code 12352119
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Flame Over Circle (GHS03)Health Hazard (GHS08)
GHS02,GHS03,GHS08
Signal word  Danger
Hazard statements  H228-H272-H361f
Precautionary statements  P202-P210-P220-P240-P241-P308+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37
WGK Germany  1
TSCA  TSCA listed
HS Code  29349990
Storage Class 4.1B - Flammable solid hazardous materials
Hazard Classifications Flam. Sol. 1
Repr. 2
REACH Registrations Active
NFPA 704
1
2 0

4-Methylmorpholine N-oxide price More Price(89)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.14779 4-Methylmorpholine 4-oxide (50% solution in water) for synthesis 7529-22-8 250ML $50.8 2026-04-30 Buy
Sigma-Aldrich 8.14779 4-Methylmorpholine 4-oxide (50% solution in water) for synthesis 7529-22-8 1L $158 2026-04-30 Buy
Sigma-Aldrich 224286 4-Methylmorpholine N-oxide 97% 7529-22-8 5g $60.8 2026-04-30 Buy
Sigma-Aldrich 224286 4-Methylmorpholine N-oxide 97% 7529-22-8 25g $164 2026-04-30 Buy
TCI Chemical M0981 4-Methylmorpholine N-Oxide (50% in Water, ca. 4.8mol/L) 7529-22-8 25mL $18 2026-04-30 Buy
Product number Packaging Price Buy
8.14779 250ML $50.8 Buy
8.14779 1L $158 Buy
224286 5g $60.8 Buy
224286 25g $164 Buy
M0981 25mL $18 Buy

4-Methylmorpholine N-oxide Chemical Properties,Uses,Production

Chemical Properties

Clear colorless to yellow solution

Uses

4-Methylmorpholine N-Oxide is a metabolite of Morpholine (M723725). N-Methylmorpholine N-Oxide is commonly used to dissolve cellulose as well as in the dissolution of of scleroproteins.

Uses

4-Methylmorpholine N-oxide acts as a non-metallic catalyst for the cyanosilylation of ketones. It is also employed as a co-oxidant for Sharpless asymmetric dihydroxylation in ionic liquids. It serves as a solvent in the Lyocell process to produce tencel fiber. Further, it is used in the preparation of aldehydes from primary alcohols in the presence of tetrapropylammonium perruthenate.

Uses

Non-metallic catalyst for the cyanosilylation of ketones. Co-oxidant for Sharpless asymmetric dihydroxylation in ionic liquids.

Definition

ChEBI: N-methylmorpholine N-oxide is a morpholine N-oxide resulting from the oxidation of the amino group of N-methylmorpholine.

General Description

4-MethylmorpholineN-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-methylmorpholineN-oxide in an eco-friendly manner.

Flammability and Explosibility

Flammable

reaction suitability

reagent type: oxidant

Synthesis

A preparation method of N-methylmorpholine-N-oxide comprises the following steps: (1) adding the nano metal oxide into N-methyl morpholine (NMM) and mixing and stirring to uniformly mix the nano metal oxide with the NMM; (2) dropwise adding a hydrogen peroxide solution into a mixed solution of NMM and a catalyst; (3) raising the temperature to accelerate the reaction process; (4) and (4) filtering and distilling the solution prepared in the step (3) under reduced pressure to obtain the required NMMO solution. The method for preparing NMMO provided by the present disclosure has the advantages of a fast reaction rate, low reaction temperature, few byproducts, etc.

Purification Methods

When the oxide is dried for 2-3hours at high vacuum, it dehydrates. Add MeOH to the oxide and distil off the solvent under vacuum until the temperature is ca 95o. Then add Me2CO at reflux and cool to 20o. The crystals are filtered off, washed with Me2CO and dried. The degree of hydration may vary and may be important for the desired reactions. [van Rheenan et al. Tetrahedron Lett 1973 1076, Schneider & Hanze US Pat 2 769 823; see also Sharpless et al. Tetrahedron Lett 2503 1976.]

References

[1] Journal of the American Chemical Society, 1980, vol. 102, # 21, p. 6498 - 6503
[2] Patent: EP1348692, 2003, A1. Location in patent: Page/Page column 6-7
[3] Journal of the American Chemical Society, 2003, vol. 125, # 10, p. 2868 - 2869
[4] Patent: EP1348692, 2003, A1. Location in patent: Page/Page column 7

109-02-4
7529-22-8
Synthesis of 4-Methylmorpholine N-oxide from 4-Methylmorpholine
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$5.00-8.00 1KG 99% Henan Fengda Chemical Co., Ltd
Morpholine, 4-methyl-, 4-oxide Morpholine,4-methyl-,4-oxide N-METHYLMORPHOLINE 4-OXIDE 4-METHYLMORPHOLINE N-OXIDE METHYL MORPHOLINE OXIDE 4-MethylMorpholine N-Oxide  NSC 73198 NSC 82153 4-METHYLMORPHOLINE N-OXIDE, 50 WT. % SOL UTION IN WATER 4-MethylMorpholine N-oxide, 50 wt.% solution in H2O 4-MethylMorpholine N-oxide solution 50 wt. % in H2O N- MethylMorpholine oxide -N- NMMO solution OTHER DERIVATIVES OF PYRIDINES STERO NMMO 4-Methylmorpholine N-oxide, w/w aq. soln. 4-Methylmorpholine N-oxide solution, 50 wt. % in water ine N-oxide 4-METHYLMORPHOLINE-4-OXIDE SOLUTION, ~50 % IN WATER N-MethylMorpholineOxide50%(Nmmo) 4-MethlMorpholine-N-Oxide99% N-Methyl morpholine-N-oxide, 60% w/w soln. in water N-MethylMorpholineOxide(NMMO) N-MethylmorpholineN-oxide,50%w/waq.soln. nmo solution N-METHYLMORPHOLINE N-OXIDE: 50% W/W AQUEOUS SOLUTION 4-Methylmorpholine oxide 4-METHYLMORPHOLINE N-OXIDE 97% N-Methyl morpholine-N-oxide 4-methyl-4-oxidanidyl-morpholin-4-ium 4-METHYLMORPHOLINEN-OXIDE(WATERFREE) N-METHYL MORPHOLINE-N-OXIDE, 50% W/W SOLN. IN WATER 4-Methylmorpholine N-oxide, 50% w/w aq. soln. 4-Methylmorpholine N-Oxide (50% in Water, ca. 4.8mol/L) 4-Methylmorphine-4-oxide Morpholine, 4-methyl-, 4-oxide hydrate 4-Methyl-4-oxylatomorpholinium 4-Oxylato-4-methylmorpholine-4-ium N-Methylmorpholine N-Oxide (50% in Water, ca. 4.8mol/L) 4-Methylmorpholine N-oxide,NMO 4-Methylmorpholine N-oxide solution,NMO solution N-Methylmorpholine N-oxide - 50% w/w aqeous solution (50% in Water, ca. 4.8Mol/L) N-methyl-n-oxymorpholine 4-MethylmorpholineN-Oxide> N-Methyl-N-Oxomorph 4-Methylmorpholine N-oxide USP/EP/BP N- Methyl Morpholine Oxide -50 % & 60% [NMMO] 4-ethylmorpholineN-oxideMETHYLMORPHOLINE4-OXIDE 4-Methylmorpholine N-Oxide, 50wt.% in H2O 4-Methylmorpholine-N-oxide, 5% Sasolate? NMMO / 4-Methylmorpholine N-oxide / N-methylmorpholine oxide 4-Methylmorpholine N-oxide, 10 mM in DMSO 4-Methylmorpholine N-oxide 4-Methylmorpholine N-oxide solution 4-Methylmorpholine-N-oxide, 50% 4-Methylmorpholine n-oxide, 50% aqueous solution 4-Methoxymorpholine N-oxide MMNO