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1,2-Dimethoxyethane

CAS No.
110-71-4
Chemical Name:
1,2-Dimethoxyethane
Synonyms
1,2-DIMETHOXYETHANE;Glyme;Dimethoxyethane;ETHYLENE GLYCOL DIMETHYL ETHER;MONOGLYME;GDME;1,2-dimethoxy-ethan;Egdme;2,5-Dioxahexane;Glycol dimethyl ether
CBNumber:
CB9232185
Molecular Formula:
C4H10O2
Molecular Weight:
90.12
MDL Number:
MFCD00008502
MOL File:
110-71-4.mol
MSDS File:
SDS
Last updated:2023-12-06 13:46:46

1,2-Dimethoxyethane Properties

Melting point -69 °C
Boiling point 85 °C(lit.)
Density 0.867 g/mL at 25 °C(lit.)
vapor density 3.1 (20 °C, vs air)
vapor pressure 48 mm Hg ( 20 °C)
refractive index n20/D 1.379(lit.)
Flash point 32 °F
storage temp. Store below +30°C.
solubility 1000g/l soluble
form Liquid
color Clear
Odor water-wh. liq., sharp ethereal odor
explosive limit 10.4%
Water Solubility Miscible
Sensitive Air Sensitive
λmax λ: 220 nm Amax: 1.00
λ: 250 nm Amax: 0.20
λ: 300 nm Amax: 0.03
λ: 350-400 nm Amax: 0.01
Merck 14,3224
BRN 1209237
Dielectric constant 7.2(25℃)
Stability Stable, but explosive peroxides may form on exposure to air. Test for the presence of peroxides before heating. Avoid heat, light, air. Highly flammable. Store under inert gas.
InChIKey XTHFKEDIFFGKHM-UHFFFAOYSA-N
LogP -0.21 at 25℃
CAS DataBase Reference 110-71-4(CAS DataBase Reference)
EWG's Food Scores 2
FDA UNII GXS24JF5IW
NIST Chemistry Reference Ethane, 1,2-dimethoxy-(110-71-4)
EPA Substance Registry System Ethylene glycol dimethyl ether (110-71-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H315-H332-H360FD
Precautionary statements  P202-P210-P233-P303+P361+P353-P304+P340+P312-P308+P313
Hazard Codes  F,T
Risk Statements  60-61-11-19-20-38
Safety Statements  53-45
RIDADR  UN 2252 3/PG 2
WGK Germany  1
RTECS  KI1451000
3-10-23
Autoignition Temperature 396 °F
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29091900
NFPA 704
3
1 0

1,2-Dimethoxyethane price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E27408 1,2-Dimethoxyethane ReagentPlus?, ≥99%, inhibitor-free 110-71-4 18L $1670 2024-03-01 Buy
Sigma-Aldrich 8.00856 Ethylene glycol dimethyl ether (stabilised) for synthesis 110-71-4 1L $168 2024-03-01 Buy
Sigma-Aldrich 8.00856 Ethylene glycol dimethyl ether (stabilised) for synthesis 110-71-4 10L $708 2024-03-01 Buy
Sigma-Aldrich 72405 1,2-Dimethoxyethane analytical standard 110-71-4 5ml $171 2024-03-01 Buy
Sigma-Aldrich 259527 1,2-Dimethoxyethane anhydrous, 99.5%, inhibitor-free 110-71-4 6x1l $996 2024-03-01 Buy
Product number Packaging Price Buy
E27408 18L $1670 Buy
8.00856 1L $168 Buy
8.00856 10L $708 Buy
72405 5ml $171 Buy
259527 6x1l $996 Buy

1,2-Dimethoxyethane Chemical Properties,Uses,Production

Description

1,2-Dimethoxyethane (DME) is a liquid ether used as an aprotic solvent. It is also known as glyme, monoglyme, dimethyl glycol, ethylene glycol, dimethyl ether, dimethyl cellosolve, and DME. It has the special ability to form chelates thanks to the high flexibility of its chains. Moreover, DME is the molecular model system for the poly(oxyethylene) chain. It is commonly used as a solvent in batteries and in organometallic reaction chemistry since it has higher boiling than diethyl ether and THF[1].

Chemical Properties

Ethylene glycol dimethyl ether, also called 1,2-Dimethoxyethane, is a colorless liquid with a strong smell similar to ether. It is stable and does not easily react. It can dissolve different resins and cellulose, and can be mixed with water and various organic solvents like alcohols, ketones, and esters in any amount. Its solubility can be changed by diluting it with water or specific solvents.

Uses

1,2-Dimethoxyethane is widely used as a solvent for electrolyte of lithium batteries, polysilicones, oligo- and polysaccharides. It plays an important role in Grignard reactions, Suzuki reactions and Stille couplings in organometallic chemistry and in pharmaceutical synthesis. It is a higher boiling point solvent and is used as an alternative to diethyl ether and tetrahydrofuran. It is used for the etching of synthetic polymers like polytetrafluoroethylene and other fluoropolymers with alkali metal dispersions.

Definition

ChEBI: 1,2-dimethoxyethane is a diether that is the 1,2-dimethyl ether of ethane-1,2-diol. It has a role as a non-polar solvent. It is functionally related to an ethylene glycol.

Application

Monoglyme serves as an electrolyte solution component for lithium batteries. It is also frequently utilized as a solvent in organometallic reactions, particularly those involving organolithium compounds. Additionally, it can act as a ligand in certain chemical reactions.

General Description

A liquid with a sharp odor. Less dense than water. Flash point 34°F. Mildly toxic by ingestion and inhalation. Severely irritates skin and eyes. Vapors heavier than air. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

When the solvent, 1,2-Dimethoxyethane, was poured into a funnel previously used to introduce the lithium aluminum hydride, a fire ignited the funnel, [MCA Case History 1182(1966)].

Hazard

Moderate fire risk.

Health Hazard

If ingested causes nausea, vomiting, cramps, weakness, coma.

Fire Hazard

Behavior in Fire: Containers may explode in fires.

Safety Profile

An experimental teratogen. Other experimental reproductive effects. Readdy forms an explosive peroxide. A very dangerous fire hazard when exposed to heat, flame, or oxidzers. Mixture with lithium tetrahydroaluminate may ignite orexplode if heated. When heated to decomposition it emits acrid smoke and fumes. See also GLYCOL ETHERS.

Synthesis

1,2-Dimethoxyethane is derived from the reaction of ethylene glycol monomethyl ether with sodium metal and methyl chloride. The ethylene glycol monomethyl ether and the metal sodium were refluxed together until the metal sodium was completely reacted, the temperature was lowered to 45° C., and methyl chloride was introduced. After the reaction is completed, fractional distillation is performed to collect fractions at 84-85.5°C to obtain 1,2-Dimethoxyethane.

Purification Methods

Traces of water and acidic materials have been removed from it by refluxing with Na, K or CaH2, decanting and distilling from Na, K, CaH2 or LiAlH4. The reaction has been speeded up by using vigorous high-speed stirring with molten potassium. For virtually complete elimination of water, 1,2-dimethoxyethane has been dried with Na-K alloy until a characteristic blue colour is formed in the solvent at Dry-ice/cellosolve temperatures: the solvent is kept with the alloy until distilled for use [Ward J Am Chem Soc 83 1296 1961]. Alternatively, glyme, refluxed with benzophenone and Na-K, is dry enough if, on distillation, it gives a blue colour of the ketyl immediately on addition to benzophenone and sodium [Ayscough & Wilson J Chem Soc 5412 1963]. It has also been purified by distillation under N2 from sodium benzophenone ketyl (see above). [Beilstein 1 IV 2376.]

References

[1] Weixing Li . “The microwave spectroscopy study of 1,2-dimethoxyethane.” Journal of Molecular Spectroscopy 337 (2017): Pages 3-8.

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View Lastest Price from 1,2-Dimethoxyethane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2-Dimethoxyethane pictures 2024-11-02 1,2-Dimethoxyethane
110-71-4
US $0.00 / KG 180KG 98%min 300KG/month WUHAN FORTUNA CHEMICAL CO., LTD
1,2 DIMETHOXYETAHNE pictures 2024-03-27 1,2 DIMETHOXYETAHNE
110-71-4
US $0.00-0.00 / KG 180KG 99.5%MIN 4000tons Anhui lixing chemical co.,ltd
1,2 DIMETHOXYETHANE pictures 2024-03-27 1,2 DIMETHOXYETHANE
110-71-4
US $0.00-0.00 / KG 180KG 99.5%MIN 4000tons Anhui lixing chemical co.,ltd
ETHYLENE GLYCOL DIMETHYL ETHER ACS (1,2-DIMETHOXYETHANE) Ethylene glycol dimethyl ether, stabilized with BHT, extra pure, 99+% Ethylene glycol dimethyi ether MONOETHYLENGLYCOL DIMETHYL ETHER Ethylene Glycol Dimethyl ether (DME) ETHYLENE GLYCOL DIMETHYL ETHER ( MONOGLYME ) 1,2-DIMETHYOXYETHANE, GC STANDARD 1,2-DIMETHYOXYETHANE, 99.5% 1.2-DIMETHOXYETHANE AR +99% ETHYLENE GLYCOL DIMETHYL ETHER, ANHYDROU S, 99.5% 1,2-Dimethoxyethane, 99+%, stab. with 0.01% BHT 1,2-dimethoxyethane ethylene glycol dimethyl ether EGDME Dimethoxyethane, 1,2- 1,2-DIMETHOXYETHANE extrapure 1,2-Dimethoxyethane, Reagent Grade, 99+% Dimethylglycol, Ethylene glycol dimethyl ether, mono-Glyme, Monoglyme Ethylene glycol dimethyl ether, 99+%, stabilized with bht, extra pure Ethylene glycol dimethyl ether, stabilized with BHT, extra pure 1,2-DiMethoxyethane, 99+%, stab. with BHT 1,2-DiMethoxyethane, Anhydrous, SeptuM-Sealed Bottle, DriSolv(R) 1,2-DiMethoxyethane, Reagent 1,2-DiMethoxyethane, SuperDry, J&KSeal 1,2-DiMethoxyethane, 99.5%, SpcDry, with Molecular sieves, Water≤50 ppM (by K.F.), SpcSeal 1,2-Dimethoxyethane in dimethyl sulfoxide 1,2-DiMethoxyethane, 99%, SpcDry, Water≤50 ppM (by K.F.), SpcSeal 1,2-DimethoxyethaneDry 1,2-Dimethoxyethaney 1,2-Dimethoxyethane anhydrous, 99.5%, inhibitor-free 1,2-Dimethoxyethane for HPLC, 99.9%, inhibitor-free 1,2-Dimethoxyethane ReagentPlus(R), >=99%, inhibitor-free 1,2-Dimethoxyethane, 99%, stabilized glycoldimethylether monoethyleneglycoldimethylether 1,2-DIMETHYOXYETHANE DIMETHYLGLYCOL DIMETHYL CELLOSOLVE 1,2-Dimethoxyethane, Internal Standard in RFA gasoline Ethylene glycol dimethyl ether(Glyme) 1,2-Dimethoxyethane ,99.5% Ethylene glycol dimethyl ether, AcroSeal, Extra Dry, 99% 1,2-Dimethoxyethane,Dimethylglycol, Ethylene glycol dimethyl ether, Monoglyme, mono-Glyme 1.2-Dimethoxyethane 1g [110-71-4] Dimethyl Cellosolve Dimethyl Glycol DME Ethylene Glycol Dimethyl Ether Ethyleneglycol diMethyl ether ,99.5% Ethylene glycol diMethyl ether, 99%, Extra Dry, AcroSeal Ethylene glycol diMethyl ether, AcroSeal, Extra Dry, 99% 100ML Ethylene glycol diMethyl ether, stabilized with BHT, extra pure, 99+% 1LT Ethylene glycol diMethyl ether, stabilized with BHT, extra pure, 99+% 2.5LT 1,2-DiMethoxyethane(ethylene glycol diMethyl ether) ETHYLENE GLYCOL DIMETHYL ETHER (STABILIS 1,2-DiMethoxyethane, absolute, over Molecular sieve 1,2-DiMethoxyethane, anhydrous Ethylene Glycol Dimethyl Ether 〔1,2-Dimethyoxyethane〕 Ethylene glycol dimethyl ether,99+%,extra pure,stabilized with BHT Ethylene glycol dimethyl ether,99%,Extra Dry 1,2-DIMETHOXYETHANE, ANHYDROUS, 99.5%, I Residual Solvent Class 2 - 1,2-Dimethoxyethane Ethylene glycol dimethyl ether (stabilised) for synthesis