Diglyme

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Diglyme
Diglyme
Chemical name bis(2-methoxyethyl) ether
Other names diglyme
2-methoxyethyl ether
diethylene glycol dimethyl ether
Chemical formula C6H14O3
Molecular mass 134.18 g/mol
CAS number [111-96-6]
Density 0.937 g/cm3
Melting point -64 °C
Boiling point 162 °C
SMILES COCCOCCOC
NFPA 704

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Disclaimer and references

Diglyme, or bis(2-methoxyethyl) ether, is a high boiling solvent. It is an organic compound which is the dimethyl ether of diethylene glycol. It is a clear, colorless liquid with a slight ether-like odor. It is miscible with water, alcohols, diethyl ether, and hydrocarbon solvents.

Diglyme is mainly used as a solvent in organic reactions. It has the ability to chelate small cations, leaving anions more active. Therefore, reactions involving organometallic reagents, such as Grignard reactions, or metal hydride reductions may have significantly enhanced reaction rates.

Its stability, even at high pH values, makes it an excellent solvent for reactions with strong bases or reactions that require high temperatures.

[edit] References

  • Merck Index, 11th Edition, 3148.


[edit] External links