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| | Tetraethylene glycol dimethyl ether Basic information |
| Product Name: | Tetraethylene glycol dimethyl ether | | Synonyms: | TETRA(ETHYLENE GLYCOL) DIMETHYL ETHER, 9 9+%;TETRAETHYLENE GLYCOL DIMETHYL ETHER,STAN DARD FOR GC;Tetraethylene glycol dimethyl ether, 98+%;2,5,8,11,14-Pentaoxapentadecane, Bis[2-(2-methoxyethoxy)ethyl] ether, Dimethoxytetraethylene glycol, Dimethyltetraglycol, Tetraglyme;Tetraethylene glycol dimethyl ether, 99%, extra pure;Tetraethylene glycol dimethyl ether, extra pure;1-(2-methoxyethoxy)-2-[2-(2-methoxyethoxy)-ethoxy]-ethane;1,11-dimethoxy-3,6,9-trioxa-undecane | | CAS: | 143-24-8 | | MF: | C10H22O5 | | MW: | 222.28 | | EINECS: | 205-594-7 | | Product Categories: | Aliphatics;Alkyl;Biomaterials;Crosslinking Agents;Homobifunctional PEGs;Materials Science;Poly(ethylene glycol) and Poly(ethylene oxide);Polymer Science;Polymers;Building Blocks;C10;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds | | Mol File: | 143-24-8.mol |  |
| | Tetraethylene glycol dimethyl ether Chemical Properties |
| Melting point | −30 °C (−22 °F; 243 K) | | Boiling point | 275.3 °C (527.5 °F; 548.5 K) | | density | 1.009 g/mL | | vapor density | 7.7 (vs air) | | vapor pressure | <0.01 mm Hg ( 20 °C) | | refractive index | 1.43 | | Fp | 141 °C (286 °F; 414 K) | | storage temp. | Store below +30°C. | | solubility | Chloroform (Sparingly), Methanol (Slightly) | | form | liquid | | color | Colorless | | Specific Gravity | 1.01 | | explosive limit | 0.8%(V) | | Water Solubility | Soluble | | Merck | 14,9208 | | BRN | 1760005 | | Major Application | environmental | | InChI | 1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3 | | InChIKey | ZUHZGEOKBKGPSW-UHFFFAOYSA-N | | SMILES | COCCOCCOCCOCCOC | | LogP | -0.84 at 23℃ | | Surface tension | 33.74mN/m at 298.15K | | CAS DataBase Reference | 143-24-8(CAS DataBase Reference) | | NIST Chemistry Reference | CH3O[CH2CH2O]4CH3(143-24-8) | | EPA Substance Registry System | Tetraglyme (143-24-8) |
| Hazard Codes | Xi | | Risk Statements | 19-43-62-61 | | Safety Statements | 36-24-45-36/37-53-26 | | WGK Germany | 1 | | RTECS | SB0400000 | | Autoignition Temperature | 510 °F | | TSCA | TSCA listed | | HS Code | 2909 19 90 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Repr. 1B | | Toxicity | LD50 orally in rats: 5.14 g/kg (Smyth) |
| | Tetraethylene glycol dimethyl ether Usage And Synthesis |
| Chemical Properties | clear liquid | | Uses | Tetraethylene glycol dimethyl ether is used as a solvent. | | Uses | Tetraethylene glycol dimethyl ether is used in lithium-ion battery technology. It is associated with trifluoroethanol and used as a working pair for organic absorption heat pumps. It acts as a solvent for cleaning and degreasing due to its chemical and thermal stability. Moreover, it is suitable solvent for high temperature reactions due its high boiling point. Further, it is used in the selective adsorption of proteins during the promotion of cell adhesion. | | Definition | ChEBI: Tetraglyme is a polyether. | | General Description | Tetraethylene glycol dimethyl ether or tetraglyme is an organic aprotic colourless solvent with film forming ability. | | Flammability and Explosibility | Non flammable | | reaction suitability | reagent type: cross-linking reagent
reaction type: click chemistry | | Safety Profile | Mildly toxic by ingestion. Experimental reproductive effects. An eye irritant. Many glycol ethers are suspected of having dangerous human reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS | | Purification Methods | Stand the ether over CaH2, LiAlH4 or sodium, and distil it when required. [Beilstein 1 IV 2404.] | | Advantages | Tetraethylene glycol dimethyl ether (TEGDME) could be used as a bifunctional solvent which serves as both the casting solvent and active component by controlling the residual amount of TEGDME from excessive to appropriate. This method could avoid the negative impact of the residual organic solvent (such as acetonitrile) in polymer electrolytes prepared by the solution-casting method on battery performance. The residual TEGDME serves as a plasticizer in HSE that is beneficial for improving the plasticity and decreasing the crystallinity of PEO so that it can increase the mobility of lithium ions and flexibility of solid electrolytes. TEGDME can also improve the plasticity and interfacial contact[1]. | | Environmental considerations | Tetraethylene glycol dimethyl ether is a polar, non-aromatic compound. It is nonionic but water-soluble due to its polarity. However, it has been detected in municipal effluents, runoff from fields irrigated with treated wastewater, and wastewaters of two different waste oil refineries Citation[2]. | | References |
[1] Hao-Ran Wang, Ya-Nan Yang and Tao Zhang*. “Tape-Casting Method of Hybrid Solid Electrolytes with a Residual Active Solvent of Tetraethylene Glycol Dimethyl Ether.” ACS Applied Energy Materials 6 3 (2023): 2031–2038.
[2] Holger Gulyas. “Combining activated carbon adsorption with heterogeneous photocatalytic oxidation: lack of synergy for biologically treated greywater and tetraethylene glycol dimethyl ether.” Environmental Technology 34 9–12 (2013): 1393–403.
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| | Tetraethylene glycol dimethyl ether Preparation Products And Raw materials |
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