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D91551

Sigma-Aldrich

Diethyl carbonate

greener alternative

99%

Synonym(s):

DEC

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About This Item

Linear Formula:
(C2H5O)2CO
CAS Number:
105-58-8
Molecular Weight:
118.13
Beilstein:
956591
EC Number:
203-311-1
MDL number:
MFCD00009107
UNSPSC Code:
12352108
PubChem Substance ID:
24894264
NACRES:
NA.22

vapor density

4.1 (vs air)

Quality Level

100

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

Aligned,

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
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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