4-Methylmorpholine N-oxide

Base Information

• Chemical Name: 4-Methylmorpholine N-oxide
• CAS No.: 7529-22-8
• Deprecated CAS: 1644045-05-5
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.148
• Hs Code.: 29349990
• European Community (EC) Number: 231-391-8
• NSC Number: 82153,73198
• UNII: ARC64PKJ0F
• DSSTox Substance ID: DTXSID3029287
• Nikkaji Number: J256.599D
• Wikipedia: N-Methylmorpholine_N-oxide
• Wikidata: Q416248
• Metabolomics Workbench ID: 58088
• ChEMBL ID: CHEMBL3184330
• Mol file: 7529-22-8.mol

Synonyms:4-methylmorpholine N-oxide;4-MMPNO;N-methylmorpholine N-oxide;NMO cpd

Chemical Property of 4-Methylmorpholine N-oxide

Chemical Property:

• Appearance/Colour: Clear colorless to yellow solution
• Vapor Pressure: 1.41hPa at 20℃
• Melting Point: 180-184 °C
• Refractive Index: n20/D 1.43
• Boiling Point: 118-119 °C
• PKA: 4.93±0.20(Predicted)
• Flash Point: 118-119ºC
• PSA: 38.66000
• Density: 1,14 g/cm³
• LogP: -0.08020
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Soluble), Methanol (Slightly)
• Water Solubility.: Soluble in water, methanol, ethanol, acetone, ethers and dimethylsulfoxide.
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 78.5

Purity/Quality:

98% ^*data from raw suppliers

N-Methylmorpholine N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amine Oxides
• Canonical SMILES: C[N+]1(CCOCC1)[O-]
• 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. 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. Non-metallic catalyst for the cyanosilylation of ketones. Co-oxidant for Sharpless asymmetric dihydroxylation in ionic liquids.

Technology Process of 4-Methylmorpholine N-oxide

There total 7 articles about 4-Methylmorpholine N-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-methyl-morpholine (109-02-4) → 4-methylmorpholine N-oxide (7529-22-8)

Guidance literature:

With 4-hydroperoxy-5-ethyl-3-methyllumiflavine; In tert-butyl alcohol; at 30 ℃; Rate constant;

DOI:10.1021/ja00541a019

Reference yield: 98.0%

→ 4-methylmorpholine N-oxide (7529-22-8)

Guidance literature:

Reference yield: 75.0%

→ Na2WO4 + 4-methylmorpholine N-oxide (7529-22-8)

Guidance literature:

upstream raw materials:

4-methyl-morpholine

3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole

cis-3-bromo-4,5-dihydro-5-hydroperoxy-4,4-dimethyl-3,5-diphenyl-3H-pyrazole

C₁₇H₁₆⁽²⁾HBrN₂O₂

Downstream raw materials:

morpholine

formaldehyd

4-bromo-2-(N-morpholinyl)methylphenol

1,1,3,3-tetrabenzoylpropane

Refernces

• 1、 -. "PRODUCTION OF AN AMINE OXIDE BY OXIDATION OF A TERTIARY AMINE". Paragraph 0079. . Retrieved 2019/10/23.
• 2、 -. "Optimized preparation method of N-methylmorpholine-N-oxide". Paragraph 0038-0059. . Retrieved 2019/12/02.