4-Methylmorpholine N-oxide Chemical 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

LogP

-1.2 at 25℃

CAS DataBase Reference

7529-22-8(CAS DataBase Reference)

NIST Chemistry Reference

N-Methylmorpholine-N-oxide(7529-22-8)

EPA Substance Registry System

Morpholine, 4-methyl-, 4-oxide (7529-22-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37

WGK Germany 

1

TSCA 

Yes

HS Code 

29349990

MSDS

• Language:English Provider:4-Methylmorpholine N-oxide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Methylmorpholine N-oxide Usage And Synthesis

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-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.

Flammability and Explosibility

Flammable

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.]

4-Methylmorpholine N-oxide(7529-22-8)Related Product Information

• Iron oxide
• Boron oxide
• Tribenuron methyl
• Methyl acrylate
• Tridemorph
• Moroxydine
• ETHYLENE OXIDE
• Kresoxim-methyl
• Methanol
• Methylparaben
• Moroxydine hydrochloride
• Iron oxide black
• 4-Methylmorpholine
• Rutile
• NITRIC OXIDE
• N-Formylmorpholine
• 2,2,6,6-Tetramethylpiperidinooxy
• Methyl salicylate