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

2-methoxyethyl ether
ethane, 1-methoxy-2-(2-methoxyethoxy)-

Supplier Sponsors

Name:1-methoxy-2-(2-methoxyethoxy)ethane
CAS Number: 111-96-6Picture of molecule3D/inchi
Other(deleted CASRN):142939-39-7
ECHA EINECS - REACH Pre-Reg:203-924-4
FDA UNII: M4BH3X0MVZ
Nikkaji Web:J5.118G
Beilstein Number:1736101
MDL:MFCD00008503
XlogP3:-0.40 (est)
Molecular Weight:134.17518000
Formula:C6 H14 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:colorless clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.93700 @ 25.00 °C.
Refractive Index:1.40800 @ 20.00 °C.
Melting Point: -68.00 °C. @ 760.00 mm Hg (est)
Boiling Point: 162.00 °C. @ 760.00 mm Hg
Vapor Pressure:3.201000 mmHg @ 25.00 °C. (est)
Flash Point: 158.00 °F. TCC ( 70.00 °C. )
logP (o/w): -0.360
Soluble in:
 water, 1.00E+06 mg/L @ 20 °C (exp)
 water, 1.796e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Diglyme (2-Methoxyethyl Ether) > 95%
EMD Millipore
For experimental / research use only.
Diethylene glycol dimethyl ether (stabilised) for synthesis
Penta International
BIS-(2-METHOXYETHYL) ETHER
Santa Cruz Biotechnology
For experimental / research use only.
Diglyme
Sigma-Aldrich
For experimental / research use only.
Diethylene glycol dimethyl ether anhydrous, 99.5%
TCI AMERICA
For experimental / research use only.
Diethylene Glycol Dimethyl Ether >99.0%(GC)
 
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-mouse LD50 6000 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toksikologicheskii Vestnik. Vol. (1), Pg. 27, 1996.

oral-rat LD50 5400 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toksikologicheskii Vestnik. Vol. (1), Pg. 27, 1996.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for 2-methoxyethyl ether usage levels up to:
 not for fragrance use.
 
Recommendation for 2-methoxyethyl ether flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NIOSH International Chemical Safety Cards:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):111-96-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8150
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:1
1-methoxy-2-(2-methoxyethoxy)ethane
Chemidplus:0000111966
EPA/NOAA CAMEO:hazardous materials
RTECS:111-96-6
 
References:
 1-methoxy-2-(2-methoxyethoxy)ethane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:111-96-6
Pubchem (cid):8150
Pubchem (sid):134975517
 
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
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2909.19.6000
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
grade: technical
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 di(2-methoxyethyl) ether
 diethylene glycol dimethyl ether
 diglyme
 dimethoxydiglycol
 dimethyldiglycol
 ethane, 1-methoxy-2-(2-methoxyethoxy)-
 ethane, 2,2'-oxybis[1-methoxy-
 ether, bis(2-methoxyethyl)
1-methoxy-2-(2-methoxyethoxy)ethane
1,1'-oxybis(2-methoxyethane)
2,2'-oxybis(1-methoxyethane)
bis(2-methoxyethyl) ether
2-methoxyethylether
2,2'-oxybis[1-(methyloxy)ethane]
2,5,8-trioxanonane
 

Articles:

PubMed:Amorphous Silicon: New Insights into an Old Material.
PubMed:Synergetic Role of Li(+) during Mg Electrodeposition/Dissolution in Borohydride Diglyme Electrolyte Solution: Voltammetric Stripping Behaviors on a Pt Microelectrode Indicative of Mg-Li Alloying and Facilitated Dissolution.
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PubMed:Effect of oxygenated fuels on physicochemical and toxicological characteristics of diesel particulate emissions.
PubMed:Characterization of a multicomponent lithium lithiate from a combined x-ray diffraction, NMR spectroscopy, and computational approach.
PubMed:Screening rat mesenchymal stem cell attachment and differentiation on surface chemistries using plasma polymer gradients.
PubMed:Solvation structure and energetics of electrolytes for multivalent energy storage.
PubMed:Bis{bis-[1-meth-oxy-2-(2-meth-oxy-eth-oxy)ethane-κ(3) O,O',O'']sodium} 1,1,2,2-tetra-phenyl-ethane-1,2-diide.
PubMed:Use of graphite as a highly reversible electrode with superior cycle life for sodium-ion batteries by making use of co-intercalation phenomena.
PubMed:Direct synthesis of hexagonal NaGdF₄ nanocrystals from a single-source precursor: upconverting NaGdF₄ :Yb³⁺ ,Tm³⁺ and its composites with TiO₂ for near-IR-driven photocatalysis.
PubMed:A facile and convenient sequential homobimetallic catalytic approach towards β-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy.
PubMed:Chelate effects in glyme/lithium bis(trifluoromethanesulfonyl)amide solvate ionic liquids. I. Stability of solvate cations and correlation with electrolyte properties.
PubMed:Source identification of high glyme concentrations in the Oder River.
PubMed:Magnesium(II) bis(trifluoromethane sulfonyl) imide-based electrolytes with wide electrochemical windows for rechargeable magnesium batteries.
PubMed:Synthesis and characterization of calcium N,N-dimethylaminodiboranates as possible chemical vapor deposition precursors.
PubMed:Coordination chemistry in magnesium battery electrolytes: how ligands affect their performance.
PubMed:Chemiluminescent 2,6-diphenylimidazo[1,2-a]pyrazin-3(7H)-ones: a new entry to Cypridina luciferin analogues.
PubMed:A molecular precursor approach to monodisperse scintillating CeF3 nanocrystals.
PubMed:Behavior of organophosphates and hydrophilic ethers during bank filtration and their potential application as organic tracers. A field study from the Oderbruch, Germany.
PubMed:A comprehensive study on the cell chemistry of the sodium superoxide (NaO2) battery.
PubMed:Dual mode single agent thermochemical ablation by simultaneous release of heat energy and acid: hydrolysis of electrophiles.
PubMed:Nickel-catalyzed carbon-carbon bond-forming reactions of unactivated tertiary alkyl halides: Suzuki arylations.
PubMed:Simultaneous determination of six hydrophilic ethers at trace levels using coconut charcoal adsorbent and gas chromatography/mass spectrometry.
PubMed:Molecular motion of the bis(maleonitriledithiolato)nickel trianion in solution.
PubMed:Nickel-catalyzed coupling reactions of alkyl electrophiles, including unactivated tertiary halides, to generate carbon-boron bonds.
PubMed:Synthesis and structural diversity of barium (N,N-dimethylamino)diboranates.
PubMed:Added-metal-free catalytic nucleophilic addition of Grignard reagents to ketones.
PubMed:On the control of secondary carbanion structure utilising ligand effects during directed metallation.
PubMed:Assessing embryonic stem cell response to surface chemistry using plasma polymer gradients.
PubMed:Ring-opening reactions of 1,4-diazabicyclo[2.2.2]octane (DABCO) derived quaternary ammonium salts with phenols and related nucleophiles.
PubMed:Ionic liquid mediated routes to polydentate oxygen-donor adducts of cerium(III) bromide.
PubMed:Effects of perfluorocarbon gases on the size and stability characteristics of phospholipid-coated microbubbles: osmotic effect versus interfacial film stabilization.
PubMed:Novel heterometal-organic complexes as first single source precursors for up-converting NaY(Ln)F4 (Ln = Yb, Er, Tm) nanomaterials.
PubMed:Strong fragmentation processes driven by low energy electron attachment to various small perfluoroether molecules.
PubMed:An X-ray and neutron reflectometry study of 'PEG-like' plasma polymer films.
PubMed:Acceptor (CF3)PCPH pincer reactivity with (PPh3)3Ir(CO)H.
PubMed:Optimizing sensitization processes in dinuclear luminescent lanthanide oligomers: selection of rigid aromatic spacers.
PubMed:Evaluation of different nonspecific binding blocking agents deposited inside poly(methyl methacrylate) microfluidic flow-cells.
PubMed:Ligand effects in the formation of tertiary carbanions from substituted tertiary aromatic amides.
PubMed:Eu-doped titania nanofibers: processing, thermal behaviour and luminescent properties.
PubMed:Dramatic thermal stability of virus-polymer conjugates in hydrophobic solvents.
PubMed:Synthesis and thermolytic behavior of tin(IV) formates: in search of recyclable metal-hydride systems.
PubMed:Structural and vibrational properties of diglyme and longer glymes.
PubMed:Racemization free protocol for the synthesis of N-tert-butanesulfinyl ketimines.
PubMed:One-step method for generating PEG-like plasma polymer gradients: chemical characterization and analysis of protein interactions.
PubMed:Highly volatile alkaline earth metal fluoroalkoxides.
PubMed:Searching for solvent cavities via electron photodetachment: the ultrafast charge-transfer-to-solvent dynamics of sodide in a series of ether solvents.
PubMed:Experimental investigation of engine emissions with marine gas oil-oxygenate blends.
PubMed:Development of a piezoelectric sensor for the detection of methamphetamine.
PubMed:Hydrolysis of tannic acid catalyzed by immobilized-stabilized derivatives of Tannase from Lactobacillus plantarum.
PubMed:Heterometallic Na-Y(Ln) trifluoroacetate diglyme complexes as novel single-source precursors for upconverting NaYF4 nanocrystals co-doped with Yb and Er/Tm ions.
PubMed:Fluorinated beta-diketonate diglyme lanthanide complexes as new second-order nonlinear optical chromophores: the role of f electrons in the dipolar and octupolar contribution to quadratic hyperpolarizability.
PubMed:Pd-catalyzed decarboxylative cross coupling of potassium polyfluorobenzoates with aryl bromides, chlorides, and triflates.
PubMed:Synthesis of aryl alkyl ethers by alkylation of phenols with quaternary ammonium salts.
PubMed:Electron spin resonance studies of the reorientational motion of Ni(mnt)2(-).
PubMed:Structures and unusual rearrangements of coordination adducts of MX(5) (M = Nb, Ta; X = F, Cl) with simple diethers. A crystallographic, spectroscopic, and computational study.
PubMed:Synthesis of the triply-bonded dimolybdenum anions [Mo(2)(eta(5)-C(5)H(5))(2)(mu-PA(2))(mu-CO)(2)](-) (A = Cy, Et, Ph, OEt): unsaturated hydride and carbyne derivatives.
PubMed:Plasma-assisted surface chemical patterning for single-cell culture.
PubMed:Synthesis and characterization of synthetically useful salts of the weakly-coordinating dianion [B12Cl12]2-.
PubMed:Unusual room temperature activation of 1,2-dialkoxyalkanes by niobium and tantalum pentachlorides.
PubMed:Molecular understanding of the UCST-type phase separation behavior of a stereocontrolled poly(N-isopropylacrylamide) in bis(2-methoxyethyl) ether.
PubMed:The effect of sterilization processes on the bioadhesive properties and surface chemistry of a plasma-polymerized polyethylene glycol film: XPS characterization and L929 cell proliferation tests.
PubMed:From 1,2-dialkoxyalkanes to 1,4-dioxanes. A transformation mediated by NbCl(5)via multiple C-O bond cleavage at room temperature.
PubMed:Unsaturated aldehydes as alkene equivalents in the Diels-Alder reaction.
PubMed:Theoretical studies on the electronic structure, charge distribution and vibrational spectra of diglyme-M(+)-AsF(6)(-) (M=Li, Na, K).
PubMed:Characterization of low-fouling ethylene glycol containing plasma polymer films.
PubMed:[Te(CN)4] versus [Te(CN)3(micro-CN)](n).
PubMed:The reaction mechanism for the high quantum yield of Cypridina (Vargula) bioluminescence supported by the chemiluminescence of 6-aryl-2-methylimidazo[1,2-a]pyrazin-3(7H)-ones (Cypridina luciferin analogues).
PubMed:Diaqua-tetra-chloridotin(IV)-diglyme (1/2).
PubMed:Rhodium-catalyzed decarbonylation of aldoses.
PubMed:Molecular motion of a nickel-bis(dithiolato) complex in solution.
PubMed:Structural characterization of nanocrystalline lanthanum oxyfluoride films obtained by chemical vapor deposition.
PubMed:Beyond the corey reaction: one-step diolefination of cyclic ketones.
PubMed:Cardiovascular effects of selected water-miscible solvents for pharmaceutical injections and embolization materials: a comparative hemodynamic study using a sheep model.
PubMed:Investigating the relationship between infrared spectra of shared protons in different chemical environments: a comparison of protonated diglyme and protonated water dimer.
PubMed:New structural features in heavy alkaline earth-metal chemistry--molecular heterobimetallic group 1, Ba complexes.
PubMed:Extraction and carrier-facilitated transport of amino acids using synthetic non-cyclic receptors through bulk liquid membrane.
PubMed:Synthesis, characterization, and electrocatalytic activity of PtPb nanoparticles prepared by two synthetic approaches.
PubMed:Investigation of fundamental transport properties and thermodynamics in diglyme-salt solutions.
PubMed:Electronic structure and normal vibrations of CH3(OCH2CH2)nOCH3-M+-CF3SO3- (n = 2-4, M = Li, Na, and K).
PubMed:Spectroscopic measurements of ionic association in solutions of LiPF6.
PubMed:Glyme-lithium salt phase behavior.
PubMed:Influence of the preparation method on the surface characteristics and activity of boron-nitride-supported noble metal catalysts.
PubMed:Fouling and non-fouling surfaces produced by plasma polymerization of ethylene oxide monomer.
PubMed:A regression spline model for developmental toxicity data.
PubMed:Dinuclear alkynyllanthanoid(II) dications with pentaphenylcyclopentadienyl or tri-tert-butyldiphosphacyclopentadienyl counter ions.
PubMed:Quantum chemical study of the interaction of the short-chain poly(oxyethylene)s CH3(OCH2CH2)mOCH3 (C1EmC1; m = 1 and 2) with a water molecule in the gas phase and in solutions.
PubMed:Theoretical studies on blue versus red shifts in diglyme-M+-X- (M=Li, Na, and K and X=CF3SO3, PF6, and (CF3SO2)2N)).
PubMed:Infrared spectra of homogeneous and heterogeneous proton-bound dimers in the gas phase.
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PubMed:Three 1,2,4-triazole derivatives containing substituted benzyl and benzylamino groups.
PubMed:Synthesis and characterisation of cyclopentadienyl complexes of barium: precursors for atomic layer deposition of BaTiO3.
PubMed:A new type of sample tube for reducing convection effects in PGSE-NMR measurements of self-diffusion coefficients of liquid samples.
PubMed:Thermodynamically controlled synthesis of amide bonds catalyzed by highly organic solvent-resistant penicillin acylase derivatives.
PubMed:Triamidotriazacyclononane complexes of group 3 metals. Synthesis and crystal structures.
PubMed:Multisite catalysis: a mechanistic study of beta-lactone synthesis from epoxides and CO--insights into a difficult case of homogeneous catalysis.
PubMed:Functionalized arylzinc compounds in ethereal solvent: direct synthesis from aryl iodides and zinc powder and application to Pd-catalyzed reaction with allylic halides.
PubMed:Comparison of vehicle exhaust emissions from modified diesel fuels.
PubMed:3,3-difluoro-1-iodocyclopropenes: a simple synthesis and their reactions.
PubMed:Li+ cation coordination in [Li2(CF3SO3)2(diglyme)] and [Li3(C2F3O2)3(diglyme)].
PubMed:A new synthetic route to boron-10 enriched pentaborane(9) from boric acid and its conversion to anti-(10)B(18)H(22).
PubMed:Sequential photostimulated reactions of trimethylstannyl anions with aromatic compounds followed by palladium-catalyzed cross-coupling processes.
PubMed:Iodine-containing cellulose mixed esters as radiopaque polymers for direct embolization of cerebral aneurysms and arteriovenous malformations.
PubMed:Monitoring method for airborne glymes and its application in fuel exhaust emission measurement.
PubMed:Treatment of diglyme containing wastewater by advanced oxidation--process design and optimisation.
PubMed:Synthesis and Properties of Polyether Adducts of Hexafluoropentanedionatosilver(I).
PubMed:Synthesis and Characterization of Dimeric, Trimeric, and Tetrameric Gallophosphonates and Gallophosphates.
PubMed:Preparation of starch and other carbon fractions from higher plant leaves for stable carbon isotope analysis.
PubMed:The pi complexation of alkali and alkaline earth ions by the use of meso-octaalkylporphyrinogen and aromatic hydrocarbons.
PubMed:Dechlorination of polychlorobiphenyls using NaBH(4) and NaBH(4)/LiCl at 120-310 degrees C in glyme solvents.
PubMed:Comparative hemolytic activity of undiluted organic water-miscible solvents for intravenous and intra-arterial injection.
PubMed:Organic solvents for pharmaceutical parenterals and embolic liquids: a review of toxicity data.
PubMed:Transglycosylation by Streptococcus mutans GS-5 glucosyltransferase-D: acceptor specificity and engineering of reaction conditions.
PubMed:Effects of medium on decarboxylation kinetics: 3-carboxybenzisoxazoles and their potential use as environmental probes in biochemistry.
PubMed:A rapid and simple method for processing wood to crude cellulose for analysis of stable carbon isotopes in tree rings.
PubMed:Skin absorption in vitro of glycol ethers.
PubMed:Subchronic inhalation toxicity of diglyme.
PubMed:Developmental toxicity of diglyme by inhalation in the rat.
PubMed:Preparation and NMR Spectra of Difluoromethylated Silver(I) and Silver(III) Compounds. Structure of [PNP][Ag(CF(2)H)(4)].
PubMed:Bivariate modelling of clustered continuous and ordered categorical outcomes.
PubMed:Preparation and NMR Spectra of the (Trifluoromethyl)argentates(III) [Ag(CF(3))(n)X(4-n)](-), with X = CN (n = 1-3), CH(3), C&tbd1;CC(6)H(11), Cl, Br (n = 2, 3), and I (n = 3), and of Related Silver(III) Compounds. Structures of [PPh(4)][trans-Ag(CF(3))(2)(CN)(2)] and [PPh(4)][Ag(CF(3))(3)(CH(3))].
PubMed:Efficient Synthesis of 1-Amino-2-naphthalenecarboxylic Acid Derivatives via a Sequential Michael Addition/Enolate-Nitrile Coupling Route and Its Application to Facile Preparation of 9-Amino Analogues of Arylnaphthofuranone Lignans.
PubMed:Occupational dermatoses from exposure to epoxy resin compounds in a ski factory.
PubMed:Alkali Metal Bis(o-anisyl)phosphides: Characterization of MP(C(6)H(4)OMe-o)(2) (M = Li, Na) and Crystal Structure of a Sodium Secondary Organophosphide.
PubMed:The role of a liquid matrix in controlling FAB-induced fragmentation.
PubMed:Infrared multiple photon dissociation in the quadrupole ion trap via a multipass optical arrangement.
PubMed:Quantitation of formaldehyde, acetaldehyde, and acetone in sidestream cigarette smoke by high-performance liquid chromatography.
PubMed:Comparative metabolism of bis(2-methoxyethyl) ether by rat and human hepatic microsomes: formation of 2-methoxyethanol.
PubMed:Statistical model for fetal death, fetal weight, and malformation in developmental toxicity studies.
PubMed:Real-time measurement of sub-PPM concentrations of airborne chemicals in semiconductor manufacturing.
PubMed:Comparative metabolism of bis(2-methoxyethyl)ether in isolated rat hepatocytes and in the intact rat: effects of ethanol on in vitro metabolism.
PubMed:The developmental toxicity of diethylene and triethylene glycol dimethyl ethers in rabbits.
PubMed:Synthesis and characterization of highly substituted deoxyfluorocellulose acetate.
PubMed:Mortality of employees in plants manufacturing 4,4'-bipyridyl.
PubMed:[Toxicity of bis(2-methoxyethyl)ether of sebacic acid].
PubMed:Bis(2-methoxyethyl) ether: metabolism and embryonic disposition of a developmental toxicant in the pregnant CD-1 mouse.
PubMed:Comparative testicular toxicity of bis(2-methoxyethyl) ether and 2-methoxyethanol in rats.
PubMed:Testicular effects of bis(2-methoxyethyl) ether in the adult male rat.
PubMed:The role of enzyme induction on metabolite formation of bis(2-methoxyethyl) ether in the rat.
PubMed:Characterization of a developmental toxicity dose-response model.
PubMed:Metabolism of bis(2-methoxyethyl) ether in the adult male rat: evaluation of the principal metabolite as a testicular toxicant.
PubMed:Relative potency of four ethylene glycol ethers for induction of paw malformations in the CD-1 mouse.
PubMed:The developmental toxicity of diethylene glycol dimethyl ether in mice.
PubMed:Evaluation of 60 chemicals in a preliminary developmental toxicity test.
PubMed:Developmental toxicity of nine selected compounds following prenatal exposure in the mouse: naphthalene, p-nitrophenol, sodium selenite, dimethyl phthalate, ethylenethiourea, and four glycol ether derivatives.
PubMed:Genotoxicity of glycol ethers.
PubMed:Experimental studies on toxicity of ethylene glycol alkyl ethers in Japan.
PubMed:Genetic effects of 2-methoxyethanol and bis(2-methoxyethyl)ether.
PubMed:Reproductive toxicity of the glycol ethers.
PubMed:Stability-indicating colorimetric assay for indicine N-oxide using TLC.
 
Notes:
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