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67873

Sigma-Aldrich

4-Methylmorpholine N-oxide monohydrate

≥95.0% (N)

Synonym(s):

4-Methylmorpholine 4-oxide monohydrate, 4-Methylmorpholine oxide monohydrate, N-Methylmorpholine N-oxide monohydrate, N-Methylmorpholine oxide monohydrate

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About This Item

Empirical Formula (Hill Notation):
C5H11NO2 · H2O
CAS Number:
70187-32-5
Molecular Weight:
135.16
Beilstein/REAXYS Number:
507437
EC Number:
231-391-8
MDL number:
MFCD00149388
UNSPSC Code:
12352100
PubChem Substance ID:
57652112
NACRES:
NA.22

Quality Level

100

assay

≥95.0% (N)

mp

71-75 °C

SMILES string

O.C[N+]1([O-])CCOCC1

InChI

1S/C5H11NO2.H2O/c1-6(7)2-4-8-5-3-6;/h2-5H2,1H3;1H2

InChI key

WAZPLXZGZWWXDQ-UHFFFAOYSA-N

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Application

4-Methylmorpholine N-oxide (MNO) monohydrate can be used:
  • As a reagent in the dihydroxylation and aminohydroxylation of olefins in the presence of osmium tetroxide (OsO4) catalyst.
  • In the selective oxidation of sulphides to sulfoxides or sulfones in the presence of manganese and copper complexes with tetradentate ligands.

Other Notes

Reagent for an improved catalytic OsO4 oxidation of olefins to cis-1,2-diols; Review; For a ruthenium catalysed oxidation of alcohols to aldehydes and ketones

pictograms

Health hazard
GHS08

signalword

Warning

hcodes

H361f

Hazard Classifications

Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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V. Van Rheenen et al.
Tetrahedron Letters, 1973-1973 (1976)
Homogeneous and encapsulated within the cavities of zeolite Y chiral manganese and copper complexes with C2-multidentate ligands as catalysts for the selective oxidation of sulphides to sulfoxides or sulfones
Alcon MJ, et al.
J. Mol. Catal. A: Chem., 178(1-2), 253-266 (2002)
A New Approach to Osmium-Catalyzed Asymmetric Dihydroxylation and Aminohydroxylation of Olefins
Andersson MA, et al.
Angewandte Chemie (International Edition in English), 41(3), 472-475 (2002)
W. Priebe et al.
Polish Journal of Chemistry, 54, 731-731 (1980)
K.B. Sharpless et al.
Tetrahedron Letters, 2503-2503 (1976)
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