Tetraethylene glycol dimethyl ether
Tetraethylene glycol dimethyl ether (TEGDME or tetraglyme) is a polar aprotic solvent with excellent chemical and thermal stability. Its high boiling point and stability makes it an ideal candidate for separation processes and high temperature reactions. TEGDME is also used in lithium-ion battery technology and combined with trifluoroethanol as a working pair for organic absorption heat pumps.[4][5]
Names | |
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IUPAC name
1-methoxy-2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethane | |
Other names
Bis[2-(2-methoxyethoxy)ethyl] ether, Tetraglyme, Dimethoxytetraglycol | |
Identifiers | |
3D model (JSmol) |
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Abbreviations | TEGDME, tetraglyme, E181 |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.005.086 |
EC Number |
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PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C10H22O5 | |
Molar mass | 222.281 g·mol−1 |
Appearance | Colorless liquid |
Density | 1.009 g/mL[1] |
Melting point | −30 °C (−22 °F; 243 K)[1] |
Boiling point | 275–276 °C (527–529 °F; 548–549 K)[1] |
Miscible[2] | |
Thermochemistry | |
Std enthalpy of formation (ΔfH⦵298) |
1134.6 kJ/mol |
Std enthalpy of combustion (ΔcH⦵298) |
6196.5 kJ/mol |
Hazards | |
Main hazards | Reproductive toxicity[3] |
Safety data sheet | Fisher Scientific 34316 |
GHS pictograms | [3] |
GHS Signal word | Danger |
H360[3] | |
P201, P202, P281, P308+313, P405, P501[3] | |
NFPA 704 (fire diamond) | |
Flash point | 141 °C (286 °F; 414 K) |
200 °C (392 °F; 473 K) | |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
5,140 mg/kg (rat, oral) |
Related compounds | |
Related |
glycol ethers |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
TEGDME is listed[6] as a Substance of Very High Concern under REACH regulations.
References
- "Tetraethylene glycol dimethyl ether". Sigma-Aldrich.
- http://www.hazard.com/msds/f2/bgx/bgxfk.html
- https://pubchem.ncbi.nlm.nih.gov/compound/Tetraglyme#datasheet=LCSS§ion=GHS-Classification
- Hyo-Jun Ahn, Ki-Won Kim, Jou-Hyun Ahn, Kwon-Koo Cho, Tae-Hyun Nam, Jong-Uk Kim, Gyu-Bong Cho; Ho-Suk Ryu (2006). "Discharge behavior of lithium/sulfur cell with TEGDME based electrolyte at low temperature". Journal of Power Sources (Review) (1): 201–206. doi:10.1016/j.jpowsour.2005.12.061.CS1 maint: multiple names: authors list (link)
- Karl Stephan; Andreas Genssle (2000). "Analysis of the process characteristics of an absorption heat transformer with compact heat exchangers and the mixture TFE–E181". International Journal of Thermal Sciences (Review) (1): 30–38. doi:10.1016/S1290-0729(00)00197-5.
- https://echa.europa.eu/documents/10162/854c5708-b10f-7b75-52e7-968e7c448992
External links
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