Diglyme
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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 | |
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.