4-methyl morpholine
morpholine, 4-methyl-
Identification
| Name | 4-methyl morpholine |
| IUPAC | 4-methylmorpholine |
| CAS Number | 109-02-4 |
| EINECS | 203-640-0 |
| FDA UNII | 11P91ANU5X |
| Molecular Formula | C5 H11 N O |
| Molecular Weight | 101.14887000 |
| MDL Number | MFCD00006175 |
| Nikkaji Number | J100.752A |
| Beilstein | 102719 |
| XlogP3 | -0.30 (est) |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.91700 to 0.92200 @ 20.00 °C. |
| Pounds per Gallon - (est). | 7.639 to 7.681 |
| Refractive Index | 1.43400 to 1.43700 @ 20.00 °C. |
| Melting Point | 116.00 °C. @ 760.00 mm Hg |
| Boiling Point | 116.00 to 118.00 °C. @ 760.00 mm Hg, 114.00 to 115.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 20.215000 mmHg @ 25.00 °C. (est) |
| Flash Point | 75.00 °F. TCC ( 23.89 °C. ) |
| logP (o/w) | -0.330 |
| Soluble in | water, 1.00E+06 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 1960 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 1350 ul/kg |
| Inhalation Toxicity | inhalation-rat LC50 2000 ppm/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 4-methyl morpholine usage levels up to | not for fragrance use. |
| Recommendation for 4-methyl morpholine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4-
methyl-1-oxa-4-azacyclohexane
4-
methylmorpholine
N-
methylmorpholine
morpholine, 4-methyl-
PubMed:
Iron(II) complexes supported by sulfonamido tripodal ligands: endogenous versus exogenous substrate oxidation.
PubMed:
Preparation and reactivity of the versatile uranium(IV) imido complexes U(NAr)Clâ(Râbpy)â (R = Me, (t)Bu) and U(NAr)Clâ(tppo)â.
PubMed:
Two new compounds from Bombyx batryticatus.
PubMed:
Biogas production from lignocelluloses by N-methylmorpholine-N-oxide (NMMO) pretreatment: effects of recovery and reuse of NMMO.
PubMed:
Biogas production from N-methylmorpholine-N-oxide (NMMO) pretreated forest residues.
PubMed:
Analysis of sexual assault evidence by desorption electrospray ionization mass spectrometry.
PubMed:
Effect of the alkyl chain length on the rotational dynamics of nonpolar and dipolar solutes in a series of N-alkyl-N-methylmorpholinium ionic liquids.
PubMed:
Effect of oleic acid ligand on photophysical, photoconductive and magnetic properties of monodisperse SnO2 quantum dots.
PubMed:
Pretreatment of oil palm empty fruit bunch (OPEFB) by N-methylmorpholine-N-oxide (NMMO) for biogas production: structural changes and digestion improvement.
PubMed:
Enzymatic saccharification of sugarcane bagasse by N-methylmorpholine-N-oxide-tolerant cellulase from a newly isolated Galactomyces sp. CCZU11-1.
PubMed:
A new simple and high-yield synthesis of 5α-dihydrotestosterone (DHT), a potent androgen receptor agonist.
PubMed:
DFT, FT-Raman, FT-IR, HOMO-LUMO and NBO studies of 4-Methylmorpholine.
PubMed:
Role of solvent parameters in the regeneration of cellulose from ionic liquid solutions.
PubMed:
Cysteine racemization during the Fmoc solid phase peptide synthesis of the Nav1.7-selective peptide--protoxin II.
PubMed:
Ultrasound-assisted compatible in situ hydrolysis of sugarcane bagasse in cellulase-aqueous-N-methylmorpholine-N-oxide system for improved saccharification.
PubMed:
Kinetic modeling of rapid enzymatic hydrolysis of crystalline cellulose after pretreatment by NMMO.
PubMed:
The analysis of substituted cathinones. Part 2: an investigation into the phenylacetone based isomers of 4-methylmethcathinone and N-ethylcathinone.
PubMed:
Techno-economical study of ethanol and biogas from spruce wood by NMMO-pretreatment and rapid fermentation and digestion.
PubMed:
Correlating physical changes and enhanced enzymatic saccharification of pine flour pretreated by N-methylmorpholine-N-oxide.
PubMed:
A pilot study on lignocelluloses to ethanol and fish feed using NMMO pretreatment and cultivation with zygomycetes in an air-lift reactor.
PubMed:
A novel process for ethanol or biogas production from cellulose in blended-fibers waste textiles.
PubMed:
An expedient procedure for the oxidative cleavage of olefinic bonds with PhI(OAc)2, NMO, and catalytic OsO4.
PubMed:
Oxidative addition to U(V)-U(V) dimers: facile routes to uranium(VI) bis(imido) complexes.
PubMed:
Enhancement of ethanol and biogas production from high-crystalline cellulose by different modes of NMO pretreatment.
PubMed:
Enzymatic hydrolysis of cellulose dissolved in N-methyl morpholine oxide/water solutions.
PubMed:
Pretreatment of spruce and oak by N-methylmorpholine-N-oxide (NMMO) for efficient conversion of their cellulose to ethanol.
PubMed:
Cellulosic films obtained from the treatment of sugarcane bagasse fibers with N-methylmorpholine-N-oxide (NMMO).
PubMed:
Enhanced enzymatic hydrolysis of sugarcane bagasse by N-methylmorpholine-N-oxide pretreatment.
PubMed:
Regenerated cellulose-silk fibroin blends fibers.
PubMed:
N-Methylmorpholine-N-oxide ring cleavage registration by ESR under heating conditions of the Lyocell process.
PubMed:
Kinetics of cellulose regeneration from cellulose--NaOH--water gels and comparison with cellulose--N-methylmorpholine-N-oxide--water solutions.
PubMed:
Luminescent property and catalytic activity of Ru(II) carbonyl complexes containing N, O donor of 2-hydroxy-1-naphthylideneimines.
PubMed:
'Pincer' dicarbene complexes of some early transition metals and uranium.
PubMed:
Wet spinning of Bombyx mori silk fibroin dissolved in N-methyl morpholine N-oxide and properties of regenerated fibres.
PubMed:
Kinetics of precipitation of cellulose from cellulose-NMMO-water solutions.
PubMed:
Hectochlorin and morpholine derivatives from the Thai sea hare, Bursatella leachii.
PubMed:
Solubility and rheological behavior of silk fibroin (Bombyx mori) in N-methyl morpholine N-oxide.
PubMed:
Kinetic and chemical studies on the isomerization of monosaccharides in N-methylmorpholine-N-oxide (NMMO) under Lyocell conditions.
PubMed:
Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase.
PubMed:
Determination of valdecoxib and its metabolites in human urine by automated solid-phase extraction-liquid chromatography-tandem mass spectrometry.
PubMed:
Novel Oxidative Transformation of Indenoisoquinolines to Isoquinoline-3-spiro-3'-phthalides in the Presence of Osmium Tetraoxide and 4-Methylmorpholine N-Oxide.
PubMed:
Maternal and fetal toxicity of N-methylmorpholine by oral administration in rats.
PubMed:
Swelling and dissolution of silk fibroin (Bombyx mori) in N-methyl morpholine N-oxide.
PubMed:
Biodegradation of N-methylmorpholine-N-oxide.
PubMed:
Chemical carboxy-terminal sequence analysis of peptides using acetyl isothiocyanate.
PubMed:
Selective Reactivity of the Phosphorus-Chlorine and Carbon-Chlorine Bonds in Cyclic Chlorocarbaphosphazenes: An Unusual Activation of a Carbon-Nitrogen Bond in Trialkylamines.
PubMed:
[Algae polysaccharides. 51. Study of sulfated galactan of red algae Laurencia coronopus J.Ag. (Rhodophyta, RÅhodomelaceae using partially reductive hydrolysis].
PubMed:
High substrate specificity and induction characteristics of trimethylamine-N-oxide reductase of Escherichia coli.
PubMed:
Stereoselectivity in the epoxidation and cis-hydroxylation of 16-methylene-estra-1,3,5(10)-trienes.
PubMed:
Tetrapropylammonium perruthenate as a mild and efficient oxidant for sensitive steroidal alcohols.
PubMed:
Liquid membrane work-up of blood plasma samples applied to gas chromatographic determination of aliphatic amines.
PubMed:
Chemical methods for the analysis of sulphated galactans from red algae.
PubMed:
4-Methylmorpholine N-oxide-methyl sulfoxide soluble glucan of Piptoporus betulinus.
PubMed:
Cell-wall glucans of Cryptococcus neoformans Cap 67.
PubMed:
Synthesis of a putative subtype specific antigenic heptapeptide from Escherichia coli K88 ad protein fimbriae.
PubMed:
Determination of N-methylmorpholine in air samples from a polyurethane foam factory. Comparison between two methods using gas chromatography and isotachophoresis for analysis.
PubMed:
Pollen sporoplasts: dissolution of pollen walls.
PubMed:
Amines: possible causative agents in the development of bronchial hyperreactivity in workers manufacturing polyurethanes from isocyanates.
PubMed:
[Role of the carboxylic groups in interaction of phenylalanyl-tRNA synthetase with substrates].
PubMed:
[Inhibition of mitochondrial ATPase by water-soluble carbodiimide].