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D91551

Sigma-Aldrich

Diethyl carbonate

greener alternative

99%

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Synonym(s):
DEC
Linear Formula:
(C2H5O)2CO
CAS Number:
105-58-8
Molecular Weight:
118.13
Beilstein:
956591
EC Number:
203-311-1
MDL number:
MFCD00009107
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.

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

Regulatory Information

危险化学品

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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)
Diethyl Carbonate.
Krapcho AP and Gorin DJ
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-10 (2001)
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)
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)
E Samara et al.
Biopharmaceutics & drug disposition, 16(3), 201-210 (1995-04-01)
The pharmacokinetics of ibuprofen diethylcarbonate (ibudice) and naproxen diethythylcarbonate (napdice), two new diethylcarbonate prodrugs of ibuprofen and naproxen, was investigated in dogs. The rationale for the development of ibudice and napdice was that esterification of the carboxylic moiety of the
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