Diethylene glycol diethyl ether

Diethylene glycol diethyl ether
Names
Preferred IUPAC name
1-Ethoxy-2-(2-ethoxyethoxy)ethane
Other names
Diethyl carbitol
Bis(2-ethoxyethyl) ether
Ethyl diglyme
Diethyldiethylene glycol
3,6,9-Trioxaundecane
Diethyldiglycol
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.603
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H18O3/c1-3-9-5-7-11-8-6-10-4-2/h3-8H2,1-2H3
    Key: RRQYJINTUHWNHW-UHFFFAOYSA-N
SMILES
  • CCOCCOCCOCC
Properties
Chemical formula
C8H18O3
Molar mass 162.22 g/mol
Appearance colorless liquid
Density 0.9021 g/cm3[1]
Melting point −47.7 °C (−53.9 °F; 225.5 K)
Boiling point 188 °C (370 °F; 461 K)
Solubility in water
very soluble
Solubility very soluble in ethanol, organic solvents
soluble in ethyl ether
log P 0.39
Vapor pressure 0.520 mmHg
Refractive index (nD)
1.40962[1]
Viscosity 1.238 mPa·s[1]
Hazards
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319
Precautionary statements
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364
Flash point 82 °C (180 °F; 355 K)
Autoignition
temperature
205 °C (401 °F; 478 K)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diethylene glycol diethyl ether (DEGDEE) is an organic solvent with a high boiling point. It has found use as an electrolyte for lithium-ion batteries.[2][3]

References

  1. ^ a b c Ku, Hsu-Chen; Tu, Chein-Hsiun (2000-03-01). "Densities and Viscosities of Seven Glycol Ethers from 288.15 K to 343.15 K". Journal of Chemical & Engineering Data. 45 (2): 391–394. doi:10.1021/je990281u. ISSN 0021-9568, 1520-5134. Retrieved 2025-12-07.
  2. ^ Fang, Shaohua; Wang, Guojun; Qu, Long; Luo, Dong; Yang, Li; Hirano, Shin-ichi (2015-10-20). "A novel mixture of diethylene glycol diethylether and non-flammable methyl-nonafluorobutyl ether as a safe electrolyte for lithium ion batteries". Journal of Materials Chemistry A. 3 (42): 21159–21166. doi:10.1039/C5TA05242D. ISSN 2050-7496.
  3. ^ Han, Sang-Min; Kim, Jae-Hong; Kim, Dong-Won (2014-04-16). "Evaluation of the Electrochemical Performance of a Lithium-Air Cell Utilizing Diethylene Glycol Diethyl Ether-Based Electrolyte". Journal of the Electrochemical Society. 161 (6): –856. doi:10.1149/2.022406jes. ISSN 1945-7111.