Diethyl carbonate

Diethyl carbonate
Names
	Other names carbonic ether; ethyl carbonate; Eufin
Identifiers
CAS Number	105-58-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	7478 ;
ECHA InfoCard	100.003.011
PubChem CID	7766;
UNII	3UA92692HG ;
CompTox Dashboard (EPA)	DTXSID3025041 ;
	InChI InChI=1S/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3 Key: OIFBSDVPJOWBCH-UHFFFAOYSA-N ; InChI=1/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3 Key: OIFBSDVPJOWBCH-UHFFFAOYAX;
	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
Flash point	33 °C (91 °F; 306 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) 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. Because chloroform can react with oxygen to form phosgene, chloroform is stabilized for storage by adding 1 part (by mass) of ethanol to 100 parts (by mass) of chloroform, so that any phosgene that forms is converted into diethyl carbonate.

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

References

^ "DIETHYL CARBONATE". Retrieved 2010-02-01.

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[1] "DIETHYL CARBONATE". Retrieved 2010-02-01.

[1]

Production

See also

References