Diethyl carbonate

Diethyl carbonate
Names
	Other names carbonic ether; ethyl carbonate; Eufin[1]
Identifiers
CAS Number	105-58-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1533495;
ChemSpider	7478 ;
ECHA InfoCard	100.003.011
EC Number	203-311-1;
PubChem CID	7766;
RTECS number	FF9800000;
UNII	3UA92692HG ;
UN number	2366
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	118.132 g·mol−1
Appearance	Clear colorless liquid
Density	0.975 g/cm3
Melting point	−74.3[2] °C (−101.7 °F; 198.8 K)
Boiling point	126 to 128 °C (259 to 262 °F; 399 to 401 K)
Solubility in water	Insoluble
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H226, H315, H319, H335
GHS precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+352, P303+361+353, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P403+233, P403+235, P405, P501
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 (sometimes abbreviated DEC) is an 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.[3][4] [5]It can be used as a component of electrolytes in lithium batteries. It has been proposed as a fuel additive to support cleaner diesel fuel combustion because its high boiling point might reduce blended fuels' volatility, minimizing vapor buildup in warm weather that can block fuel lines.[6]

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 can be 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.

2 CH₃CH₂OH + COCl₂ → CO₃(CH₂CH₃)₂ + 2HCl

References

"DIETHYL CARBONATE". Retrieved 2010-02-01.
Ding, Michael (2001). "Liquid/Solid Phase Diagrams of Binary Carbonates for Lithium Batteries". Journal of the Electrochemical Society. 148: A299–A304. doi:10.1149/1.1353568.
Anderson, Robert C.; Harris, Paul N.; Chen, K. K. (1955). "Further toxicological studies with ilotycin® (Erythromycin, Lilly)". Journal of the American Pharmaceutical Association. 44 (4): 199–204. doi:10.1002/jps.3030440404. ISSN 1930-2304.
, "9-Dihydro-11,12-ketal derivatives of erythromycin A and epi-erythromycin A", issued 1982-03-01
, "3",4"-Oxyallylene erythromycin and oleandomycin, composition and method of use", issued 1982-03-01
Walter, K. Scientists Discover Method for Cleaner Fossil Fuel. MR&D Magazine. 09/18/2017 - 3:16pm

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

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

[2] Ding, Michael (2001). "Liquid/Solid Phase Diagrams of Binary Carbonates for Lithium Batteries". Journal of the Electrochemical Society. 148: A299–A304. doi:10.1149/1.1353568.

[3] Anderson, Robert C.; Harris, Paul N.; Chen, K. K. (1955). "Further toxicological studies with ilotycin® (Erythromycin, Lilly)". Journal of the American Pharmaceutical Association. 44 (4): 199–204. doi:10.1002/jps.3030440404. ISSN 1930-2304.

[4] , "9-Dihydro-11,12-ketal derivatives of erythromycin A and epi-erythromycin A", issued 1982-03-01

[5] , "3",4"-Oxyallylene erythromycin and oleandomycin, composition and method of use", issued 1982-03-01

[6] Walter, K. Scientists Discover Method for Cleaner Fossil Fuel. MR&D Magazine. 09/18/2017 - 3:16pm

Diethyl carbonate

Production

See also

References