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Merck
CN

D91551

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
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24894264
EC Number:
203-311-1
Beilstein/REAXYS Number:
956591
MDL number:
MFCD00009107
Assay:
99%
Form:
liquid

Key Documents

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InChI key

OIFBSDVPJOWBCH-UHFFFAOYSA-N

InChI

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

SMILES string

O=C(OCC)OCC

vapor density

4.1 (vs air)

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
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sustainability

Greener Alternative Product

Quality Level

100

bp

126-128 °C (lit.)

mp

−43 °C (lit.)

density

0.975 g/mL at 25 °C (lit.)

greener alternative category

Aligned,

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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

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ4657
MKCZ4656
SDBB2575
MKCV6090
STBL3507

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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)
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)
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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