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Key Documents

D91551

Sigma-Aldrich

Diethyl carbonate

greener alternative

99%

Synonym(s):

DEC

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About This Item

Linear Formula:
(C2H5O)2CO
CAS Number:
Molecular Weight:
118.13
Beilstein/REAXYS Number:
956591
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

vapor pressure

10 mmHg ( 23.8 °C)
59 mmHg ( 37.8 °C)

assay

99%

form

liquid

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Design for Degradation
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

refractive index

n20/D 1.384 (lit.)

bp

126-128 °C (lit.)

mp

−43 °C (lit.)

density

0.975 g/mL at 25 °C (lit.)

greener alternative category

SMILES string

O=C(OCC)OCC

InChI

1S/C5H10O3/c1-3-7-5(6)8-4-2/h3-4H2,1-2H3

InChI key

OIFBSDVPJOWBCH-UHFFFAOYSA-N

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is used as a greener reagent. Click here for more information.

Application

Diethyl carbonate (DEC) is generally used in the C-alkoxycarbonylation of enolate anions, aryl and alkyl cyanides. It reacts with 1,2-amino alcohols to yield corresponding 2-oxazolidinones. Additionally, DEC is also used as a component of electrolyte solution in lithium ion batteries.

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

77.0 °F - closed cup

flash_point_c

25 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Diastereoselective Aldol Condensation Using a Chiral Oxazolidinone Auxiliary:(2S*, 3S*)-3-Hydroxy-3-phenyl-2-methylpropanoic Acid: Benzenepropanoic acid, β-hydroxy-α-methyl-,[S-(R*, R*)]-
Gage JR and Evans DA
Organic Syntheses, 68, 83-83 (2003)
Thermal stability of alkyl carbonate mixed-solvent electrolytes for lithium ion cells.
Kawamura T, et al.
Journal of Power Sources, 104(2), 260-264 (2002)
Diethyl Carbonate.
Krapcho AP and Gorin DJ
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-10 (2001)
The study of the anodic stability of alkyl carbonate solutions by in situ FTIR spectroscopy, EQCM, NMR and MS.
Moshkovich M, et al.
Journal of Electroanalytical Chemistry, 497(1-2), 84-96 (2001)
Yasuyuki Soeda et al.
Macromolecular bioscience, 4(8), 721-728 (2004-10-07)
Novel enzymatically recyclable poly(carbonate-urethane) consisting of a diurethane moiety as a hard segment and a carbonate linkage as an enzymatically cleavable unit was prepared by the polycondensation of biodegradable diurethanediol and diethyl carbonate using lipase. The produced poly(carbonate-urethane) was readily

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Research and development of solid-state lithium fast-ion conductors is crucial because they can be potentially used as solid electrolytes in all-solid-state batteries, which may solve the safety and energy-density related issues of conventional lithium-ion batteries that use liquid (farmable organic) electrolytes.

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