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70187-32-5 - 4-Methylmorpholine N-oxide monohydrate, 98+% - N-Methylmorpholine N-oxide monohydrate - NMMO - A15996 - Alfa Aesar

A15996 4-Methylmorpholine N-oxide monohydrate, 98+%

CAS Number
N-Methylmorpholine N-oxide monohydrate

Size Price ($) Quantity Availability
10g 24.50
25g 54.10
50g 100.00
100g 185.00
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4-Methylmorpholine N-oxide monohydrate, 98+%


Chemical Properties

Formula Weight
135.17 (117.15anhy)
Melting point
Soluble in water.


4-Methylmorpholine N-oxide monohydrate is used as a solvent to prepare cellulose fibers. It is an oxidant and involved in the catalytic OsO4 oxidation of olefins to cis-1,2-diols. It is also involved in ruthenium catalyzed oxidation of alcohols to aldehydes and ketones.


Hygroscopic. Store in a cool place. Keep the container tightly closed. Incompatible with strong oxidizing agents.

Literature References

Stoichiometric oxidant permitting the use of Osmium(VIII)­ oxide, 12103, catalytically in the cis-hydroxylation of alkenes: Tetrahedron Lett., 1973 (1976): Org. Synth. Coll., 6, 342 (1988). For use in the asymmetric dihydroxylation (ADH) reaction, catalyzed by Osmium(VIII)­ oxide, 12103, see: J. Am. Chem. Soc., 110, 1968 (1988); Org. Synth. Coll., 9, 383 (1998).

In the presence of Ru catalysts such as RuCl3 or Dichlorotris(triphenyl­phosphine)­ruthenium(II)­, L00373, oxidizes various types of alcohol to carbonyl compounds: Tetrahedron Lett., 2503 (1976). See also Tetra-n-propyl­ammonium perruthenate(VII)­, B24511.

In the presence of 4A molecular sieves in acetonitrile, activated (e.g. benzylic) halides can be oxidized to aldehydes and ketones: Synth. Commun., 22, 1967 (1992).

Boronic esters formed by treatment of aryl bromides in THF with n-BuLi, followed by trimethyl borate, can be oxidized in situ to phenols without isolation of the boronic acid: Synlett, 931 (1995).


Chapelat, J.; Hengartner, U.; Chougnet, A.; Liu, K.; Huebbe, P.; Rimbach, G.; Woggon, W. D. Asymmetric Synthesis and Biological Activity of nor-α-Tocopherol, a New Vitamin E Analogue. ChemBioChem 2011, 12 (1), 118-124.

Tong, L. H.; Guenee, L.; Williams, A. F. Pentasubstituted Ferrocene and Dirhodium(II) Tetracarboxylate as Building Blocks for Discrete Fullerene-Like and Extended Supramolecular Structures. Inorg. Chem. 2011, 50 (6), 2450-2457.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P260-P201-P280g-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Harmonized Tariff Code


  • A10221

    Imidazole, 99%
  • A11752

    Pyridinium chlorochromate, 98%
  • A14005

    Hydrazine monohydrate, 98+%
  • B24511

    Tetra-n-propylammonium perruthenate(VII), 98%
  • 12103

    Osmium(VIII) oxide, 99.8% (metals basis), Os 74.4% min

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