258822

4-Methylmorpholine N-oxide solution

50 wt. % in H₂O

• Synonym(s): NMMO solution, NMO solution, NSC 73198, NSC 82153
• Empirical Formula (Hill Notation): C₅H₁₁NO₂
• CAS Number: 7529-22-8
• Molecular Weight: 117.15
• NACRES: NA.22
• PubChem Substance ID: 24855662
• UNSPSC Code: 12352005
• MDL number: MFCD00005947
• Form: liquid

Properties

• InChI: 1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3
• SMILES string: C[N+]1([O-])CCOCC1
• InChI key: LFTLOKWAGJYHHR-UHFFFAOYSA-N
• form: liquid
• reaction suitability: reagent type: oxidant
• concentration: 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
• functional group: ether
• storage temp.: 2-8°C
• Quality Level: 200

Description

Application

• 4-Methylmorpholine N-oxide (NMO) is widely used as a co-oxidant to regenerate osmium tetroxide (OsO₄) catalyst during dihydroxylation of alkenes.[1][2]
• In the presence of catalytic amounts of tetra-n-propylammonium perruthenate (TPAP), NMO oxidizes secondary amines to the corresponding imines.[3]
• 4-Methylmorpholine N-oxide solution can be used to oxidize activated primary halides to aldehydes and secondary halides to ketones, respectively.[4]
• It can also be used to promote stereoselective intermolecular Pauson-Khand reaction for the synthesis of cyclopentenones.[5]

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

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H361f
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class: 10 - Combustible liquids
• wgk: WGK 1
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter