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Triethylene glycol dimethyl ether

From Wikipedia, the free encyclopedia
(Redirected from C8H18O4)
Triethylene glycol dimethyl ether
Skeletal formula of triglyme
Space-filling model of the triglyme molecule
Names
Preferred IUPAC name
2,5,8,11-Tetraoxadodecane
Other names
Triglyme; 1,2-Bis(2-methoxyethoxy)ethane
Identifiers
3D model (JSmol)
Abbreviations TEGDME
ChEBI
ChemSpider
ECHA InfoCard 100.003.616 Edit this at Wikidata
UNII
  • InChI=1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3
    Key: YFNKIDBQEZZDLK-UHFFFAOYSA-N
  • COCCOCCOCCOC
Properties
C8H18O4
Molar mass 178.228 g·mol−1
Appearance Colorless liquid
Density 0.986 g/cm3
Melting point −45 °C (−49 °F; 228 K)
Boiling point 216 °C (421 °F; 489 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Triethylene glycol dimethyl ether (also called triglyme) is a glycol ether and solvent. It is used as a reaction medium in organic chemistry,[1] as well as a component of certain brake fluids, paints, adhesives, and paint strippers.[2][3][4]

Triglyme has also been investigated as a green alternative to traditional hypergolic rocket propellants.[5]

See also

[edit]

References

[edit]
  1. Fieser, Louis Frederick; Fieser, Mary (1967). Reagents for Organic Synthesis. Wiley. pp. 239, 1110. Retrieved 2025-10-13.
  2. Wilson, Kimberly; Tome, Alice; Narayan, Tulika (9 September 2009). "Actual and Potential Uses of Fourteen Selected Glymes". Abt Associates (memorandum). Retrieved 13 October 2025.
  3. "Ethylene Glycol Ethers; Significant New Use Rule". Environmental Protection Agency. 16 December 2014. 79 FR 74639. Retrieved 13 October 2025.
  4. Tang, Shaokun; Zhao, Hua (2014). "Glymes as Versatile Solvents for Chemical Reactions and Processes: from the Laboratory to Industry". RSC Advances. 4 (22) 11251. doi:10.1039/C3RA47191H. PMC 3981120.
  5. Moser, Abigayle; Ji, Christopher; Potthast, Kevin; Amin, Yash; Dalton, Robert; Damjanov, Andrej; Romanowski, Joshua; Grimsich, Tyler; Nagarajan, Krishna; Bates, Sophie; Nord, Tyler; Nielsen, Cole; Kruse, Caleb; Pourpoint, Timothee (8 January 2026). "Development of an Optically Accessible Green Hypergolic Rocket Engine with Bi Swirl Injector". AIAA SciTech 2026 Forum via doi:10.2514/6.2026-1601.