Dimethoxyethane

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Dimethoxyethane

General
Systematic name	1,2-Dimethoxyethane
Other names	DME, glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve
Molecular formula	C₄H₁₀O₂
SMILES	COCCOC
Molar mass	90.12 g/mol
Appearance	colorless liquid
CAS number	110-71-4
Properties
Density and phase	0.8683 g/cm³, liquid
Solubility in water	miscible
Melting point	-58 °C
Boiling point	85 °C
Viscosity	? cP at ? °C
Dipole moment	? D
Hazards
MSDS	External MSDS
EU classification	Flammable (F) Toxic (T) Repr. Cat. 2
NFPA 704	4 1 1
R-phrases	R60, R61, R11, R19, R20
S-phrases	S53, S45
Flash point	−2 °C
RTECS number	KI1451000
Supplementary data page
Structure and properties	n, ε_r, etc.
Thermodynamic data	Phase behaviour Solid, liquid, gas
Spectral data	UV, IR, NMR, MS
Related compounds
Related Ethers	Dimethoxymethane
Related compounds	Ethylene glycol 1,4-Dioxane
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a clear, colorless, aprotic, and liquid ether that is used as a solvent. Dimethoxyethane is highly soluble in water.

Dimethoxyethane is often used as a higher boiling alternative to diethyl ether and THF. Dimethoxyethane forms chelate complexes with cations and acts as a bidentate ligand. It is therefore often used in organometallic chemistry like Grignard reactions, hydride reductions, and palladium catalyzed reactions like Suzuki reactions and Stille coupling. Dimethoxyethane is also a good solvent for oligo- and polysaccharides.

Together with a high-permittivity chemical (eg. propylene carbonate), dimethoxyethane is used as the low-viscosity component of the solvent for electrolytes of lithium batteries.