Diglyme

Diglyme, or bis(2-methoxyethyl) ether, is an organic compound with the chemical formula (CH3OCH2CH2)2O. It is a colorless liquid with a slight ether-like odor. It is a solvent with a high boiling point. It is the dimethyl ether of diethylene glycol. The name diglyme is a portmanteau of diglycol methyl ether. It is miscible with water as well as organic solvents.

Diglyme
Names
Preferred IUPAC name
1-Methoxy-2-(2-methoxyethoxy)ethane
Other names
Diglyme
2-Methoxyethyl ether
Di(2-methoxyethyl) ether
Diethylene glycol dimethyl ether
Identifiers
3D model (JSmol)
1736101
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.568
EC Number
  • 203-924-4
26843
RTECS number
  • KN3339000
UNII
UN number 2252 1993
  • InChI=1S/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3 Y
    Key: SBZXBUIDTXKZTM-UHFFFAOYSA-N Y
  • InChI=1/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3
    Key: SBZXBUIDTXKZTM-UHFFFAOYAG
  • COCCOCCOC
Properties
(CH3OCH2CH2)2O
Molar mass 134.175 g·mol−1
Density 0.937 g/mL
Melting point −64 °C (−83 °F; 209 K)
Boiling point 162 °C (324 °F; 435 K)
Miscible
Hazards
GHS labelling:
Danger
H226, H360
P201, P202, P210, P233, P240, P241, P242, P243, P280, P281, P303+P361+P353, P308+P313, P370+P378, P403+P235, P405, P501
Flash point 57 °C (135 °F; 330 K)
Related compounds
Related compounds
 Diethylene glycol diethyl ether, ethylene glycol dimethyl ether
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It is prepared by a reaction of dimethyl ether and ethylene oxide over an acid catalyst.

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