Dimethoxyethane
Encyclopedia : D : DI : DIM : Dimethoxyethane
| 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 | 10 g/100 ml (22 °C) |
| 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 | |
| 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, εr, 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) [Chemical infoboxInfobox disclaimer and references] | |
Dimethoxyethane, also known as glyme, monoglyme, dimethyl glycol, ethylene glycol dimethyl ether, dimethyl cellosolve, and DME, is a clear, colorless, 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.
External links
- For a full list of external links to MSDSs, spectroscopic data, commercial chemicals suppliers etc. for this compound, see [Chemical sources].
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