Diethyl carbonate

Diethyl carbonate

Names
Other names carbonic ether; ethyl carbonate; Eufin[1]
Identifiers
CAS Registry Number	105-58-8 Y
ChemSpider	7478 Y
InChI InChI=1S/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3 Y Key: OIFBSDVPJOWBCH-UHFFFAOYSA-N Y InChI=1/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3 Key: OIFBSDVPJOWBCH-UHFFFAOYAX
Jmol-3D images	Image
PubChem	7766
SMILES O=C(OCC)OCC
Properties
Chemical formula	C5H10O3
Molar mass	118.13 g/mol
Appearance	Clear liquid
Density	0.975 g/cm3
Melting point	−43 °C (−45 °F; 230 K)
Boiling point	126 to 128 °C (259 to 262 °F; 399 to 401 K)
Solubility in water	Insoluble
Hazards
EU classification	Flammable (F)
R-phrases	R11
S-phrases	S9 S16 S29 S33
Flash point	33 °C (91 °F; 306 K)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Diethyl carbonate is a carbonate ester of carbonic acid and ethanol with the formula OC(OCH₂CH₃)₂. At room temperature (25 °C) diethyl carbonate is a clear liquid with a low flash point.

Diethyl carbonate is used as a solvent such as in erythromycin intramuscular injections. It can be used as a component of electrolytes in lithium batteries.

Production

It can be made by reacting phosgene with ethanol, producing hydrogen chloride as a byproduct. This reaction is the base of why ethanol is added to chloroform in a 1% quantity by mass.

2CH₃CH₂OH + COCl₂ → OC(OCH₂CH₃)₂ + 2HCl

See also

• Ethylene carbonate

References

1. ↑ "DIETHYL CARBONATE". Retrieved 2010-02-01.