EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

4-methyl morpholine
morpholine, 4-methyl-

Supplier Sponsors

Name:4-methylmorpholine
CAS Number: 109-02-4Picture of molecule3D/inchi
Other(deleted CASRN):205657-43-8
ECHA EINECS - REACH Pre-Reg:203-640-0
FDA UNII: 11P91ANU5X
Nikkaji Web:J100.752A
Beilstein Number:102719
MDL:MFCD00006175
XlogP3:-0.30 (est)
Molecular Weight:101.14887000
Formula:C5 H11 N O
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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
Boiling Point: 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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Amines & Plasticizers
N-Methylmorpholine
Odor: characteristic
Use: Intermediates in Pharmaceuticals, Intermediate for chemical synthesis.
BASF
N-Methylmorpholine
Capot Chemical
4-Methyl Morpholine
Charkit Chemical
METHYLMORPHOLINE, N
EMD Millipore
For experimental / research use only.
4-Methylmorpholine
sds
OQEMA
N-Methyl Morpholine
Santa Cruz Biotechnology
For experimental / research use only.
N-Methylmorpholine
Sigma-Aldrich: Aldrich
For experimental / research use only.
4-Methylmorpholine ReagentPlus®, 99%
sds
TCI AMERICA
For experimental / research use only.
4-Methylmorpholine >99.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 1960 mg/kg
Centre of International Projects, GKNT, 1982Vol. -, Pg. 85, 1982.

oral-mouse LD50 1970 mg/kg
Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.

oral-mammal (species unspecified) LD50 1917 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.

oral-mouse LD50 1970 mg/kg
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.

oral-rat LD50 1960 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 85, 1982.

Dermal Toxicity:
skin-rabbit LD50 1350 ul/kg
Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 60, 1949.

skin-rat LD50 1820 mg/kg
SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Teratogenesis, Carcinogenesis, and Mutagenesis. Vol. 19, Pg. 369, 1999.

Inhalation Toxicity:
inhalation-rat LC50 2000 ppm/4H
Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 60, 1949.

inhalation-mouse LC50 25200 mg/m3/2H
Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.

inhalation-mouse LC50 25200 mg/m3/2H
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.

inhalation-rat LCLo 2000 ppm/4H
Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 60, 1949.
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):109-02-4
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7972
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
4-methylmorpholine
Chemidplus:0000109024
EPA/NOAA CAMEO:hazardous materials
RTECS:QE5775000 for cas# 109-02-4
 
References:
 4-methylmorpholine
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:109-02-4
Pubchem (cid):7972
Pubchem (sid):134973509
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
UM BBD:Search
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2934.99.9000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
4-methyl-1-oxa-4-azacyclohexane
4-methylmorpholine
N-methylmorpholine
 morpholine, 4-methyl-
 

Articles:

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)Cl₂(R₂bpy)₂ (R = Me, (t)Bu) and U(NAr)Cl₂(tppo)₃.
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, RŁhodomelaceae 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].
 
Notes:
None found
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