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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.
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)./n
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.
Gefahrenhinweise (EU): H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. 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.