U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C5H11NO2
Molecular Weight 117.1463
Optical Activity NONE
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL MORPHOLINE OXIDE

SMILES

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

InChI

InChIKey=LFTLOKWAGJYHHR-UHFFFAOYSA-N
InChI=1S/C5H11NO2/c1-6(7)2-4-8-5-3-6/h2-5H2,1H3

HIDE SMILES / InChI

Molecular Formula C5H11NO2
Molecular Weight 117.1463
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A novel process for ethanol or biogas production from cellulose in blended-fibers waste textiles.
2010-12
Studies on the synthesis, spectra, catalytic and antibacterial activities of binuclear ruthenium(II) complexes.
2010-09-15
Heterogeneous fullerene-supported osmium tetroxide catalyst for the cis-dihydroxylation of olefins.
2010-09-14
Phosphine-alkene ligands as mechanistic probes in the Pauson-Khand reaction.
2010-07-26
Enzymatic hydrolysis of cellulose dissolved in N-methyl morpholine oxide/water solutions.
2010-07
Pretreatment of spruce and oak by N-methylmorpholine-N-oxide (NMMO) for efficient conversion of their cellulose to ethanol.
2010-07
Enhancement of ethanol and biogas production from high-crystalline cellulose by different modes of NMO pretreatment.
2010-02-15
Cellulose nanocrystals/cellulose core-in-shell nanocomposite assemblies.
2009-11-17
Ruthenium(II) chalconate complexes: Synthesis, characterization, catalytic, and biological studies.
2009-10-01
Nanoscale cellulose films with different crystallinities and mesostructures--their surface properties and interaction with water.
2009-07-07
Cellulosic films obtained from the treatment of sugarcane bagasse fibers with N-methylmorpholine-N-oxide (NMMO).
2009-05
Supramolecular organization of regenerated silkworm silk fibers.
2009-03-01
Polyelectrolyte adsorption on thin cellulose films studied with reflectometry and quartz crystal microgravimetry with dissipation.
2009-01-12
Enhanced enzymatic hydrolysis of sugarcane bagasse by N-methylmorpholine-N-oxide pretreatment.
2009-01
Binuclear ruthenium(III) Schiff base complexes bearing N(4)O(4) donors and their catalytic oxidation of alcohols.
2008-12-01
The antimicrobial reagent role on the degradation of model cellulose film.
2008-11-01
Morphological and thermal properties of cellulose-montmorillonite nanocomposites.
2008-11
Synthesis and spectral characterization of 2'-hydroxy chalconate complexes of ruthenium(II) and their catalytic and biological applications.
2008-10
Regenerated cellulose-silk fibroin blends fibers.
2008-08-15
Ruthenium complexes with tetraphenylimidodiphosphinate: syntheses, structures, and applications to catalytic organic oxidation.
2008-05-19
Thermodynamic interaction parameters for the system water/NMMO hydrate.
2008-03-20
Decrease in intestinal endocrine cells in Balb/c mice with CT-26 carcinoma cells.
2008-03
N-Methylmorpholine-N-oxide ring cleavage registration by ESR under heating conditions of the Lyocell process.
2008-03
The mechanism of carbon dioxide catalysis in the hydrogen peroxide N-oxidation of amines.
2008-02-04
Synthesis, spectral, catalytic and antimicrobial studies of PPh3/AsPh3 complexes of Ru(II) with dibasic tridentate O, N, S donor ligands.
2007-09
Luminescent property and catalytic activity of Ru(II) carbonyl complexes containing N, O donor of 2-hydroxy-1-naphthylideneimines.
2007-05
Luminescent property and catalytic activity of Ru(II) carbonyl complexes containing N, O donor of 2-hydroxy-1-naphthylideneimines.
2007-02
Synthesis, characterization, electro chemistry, catalytic and biological activities of ruthenium(III) complexes with bidentate N, O/S donor ligands.
2006-11
Spectral, redox and catalytic studies of triphenylphosphine/triphenylarsine complexes of Ru(III) with N, O donor ligands derived from 2-hydroxy-1-naphthaldehyde and primary amines.
2006-07
Electron spin resonance study of radicals generated in cellulose/N-methylmorpholine solutions after flash photolysis at 77 K.
2006-06
Enhanced diastereoselectivity in beta-mannopyranosylation through the use of sterically minimal propargyl ether protecting groups.
2006-04-14
Wet spinning of Bombyx mori silk fibroin dissolved in N-methyl morpholine N-oxide and properties of regenerated fibres.
2005-12-15
Total synthesis of dictyodendrin B.
2005-08-24
Kinetics of precipitation of cellulose from cellulose-NMMO-water solutions.
2005-07-12
Catalytic and biological activities of Ru(III) mixed ligand complexes containing N,O donor of 2-hydroxy-1-naphthylideneimines.
2005-07
Covalent immobilization of cellulose layers onto maleic anhydride copolymer thin films.
2005-05-10
Intramolecular Pauson-Khand reactions of methylenecyclopropane and bicyclopropylidene derivatives as an approach to spiro(cyclopropanebicyclo[n.3.0]alkenones).
2005-04-08
Solubility and rheological behavior of silk fibroin (Bombyx mori) in N-methyl morpholine N-oxide.
2005-04
Kinetic and chemical studies on the isomerization of monosaccharides in N-methylmorpholine-N-oxide (NMMO) under Lyocell conditions.
2004-08-02
Synthesis, spectroscopic characterization, redox properties and catalytic activity of some ruthenium(II) complexes containing aromatic aldehyde and triphenylphosphine or triphenylarsine.
2004-01
The Os/Cu-Al-hydrotalcite catalysed hydroxylation of alkenes.
2003-12-07
A novel method for the determination of carbonyl groups in cellulosics by fluorescence labeling. 3. Monitoring oxidative processes.
2003-05-14
Synthesis of the minor acrolein adducts of 2(')-deoxyguanosine and their generation in oligomeric DNA.
2003-04
A trifunctional catalyst for one-pot synthesis of chiral diols via Heck coupling-N-oxidation-asymmetric dihydroxylation: application for the synthesis of diltiazem and taxol side chain.
2003-03-07
Stabilization and first direct spectroscopic evidence of the o-quinone methide derived from vitamin E.
2002-11-28
Synthetic studies with 13-deoxybaccatin III.
2002-10-04
DNA adducts of acrolein: site-specific synthesis of an oligodeoxynucleotide containing 6-hydroxy-5,6,7,8-tetrahydropyrimido[1,2-a]purin-10(3H)-one, an acrolein adduct of guanine.
2002-05
A new bifunctional catalyst for tandem Heck-asymmetric dihydroxylation of olefins.
2002-03-21
Exploitation of reactivity and selectivity in cellulose functionalization using unconventional media for the design of products showing new superstructures.
2001
High substrate specificity and induction characteristics of trimethylamine-N-oxide reductase of Escherichia coli.
1996-05-02
Patents
Substance Class Chemical
Created
by admin
on Wed Apr 02 18:20:11 GMT 2025
Edited
by admin
on Wed Apr 02 18:20:11 GMT 2025
Record UNII
ARC64PKJ0F
Record Status Validated (UNII)
Record Version
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Name Type Language
METHYL MORPHOLINE OXIDE
INCI  
INCI  
Official Name English
N-METHYLMORPHOLINE N-OXIDE
MI  
Preferred Name English
4-METHYLMORPHOLINE 4-OXIDE
Systematic Name English
4-METHYLMORPHOLINE OXIDE
Systematic Name English
MORPHOLINE, 4-METHYL-, 4-OXIDE
Systematic Name English
NSC-82153
Code English
N-METHYLMORPHOLINE N-OXIDE [MI]
Common Name English
NMMO
Common Name English
4-METHYLMORPHOLINE N-OXIDE
Systematic Name English
N-METHYLMORPHOLINE OXIDE
Systematic Name English
NSC-73198
Code English
Code System Code Type Description
MERCK INDEX
m7441
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY Merck Index
FDA UNII
ARC64PKJ0F
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
CAS
7529-22-8
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
ECHA (EC/EINECS)
231-391-8
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
NSC
82153
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
NSC
73198
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
EPA CompTox
DTXSID3029287
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
WIKIPEDIA
N-METHYLMORPHOLINE N-OXIDE
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
CHEBI
52093
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
PUBCHEM
82029
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
MESH
C067960
Created by admin on Wed Apr 02 18:20:11 GMT 2025 , Edited by admin on Wed Apr 02 18:20:11 GMT 2025
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS