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517135

Sigma-Aldrich

Diethyl carbonate

greener alternative

anhydrous, ≥99%

Synonym(s):

Diatol, Eufin, H-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:
12352100
PubChem Substance ID:
24873944
NACRES:
NA.22

grade

anhydrous

vapor density

4.1 (vs air)

vapor pressure

10 mmHg ( 23.8 °C)
59 mmHg ( 37.8 °C)

Assay

≥99%

greener alternative product characteristics

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

sustainability

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impurities

<0.002% water
<0.005% water (100 mL)

refractive index

n20/D 1.384 (lit.)

bp

126-128 °C (lit.)

mp

−43 °C (lit.)

solubility

water: insoluble

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

Diethyl carbonate is an dialkylcarbonate. The synthesis of diethyl carbonate (DEC) from urea and ethanol has been investigated.
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Application

Diethyl carbonate may be used in the following studies:
  • Synthesis of β-enamino esters.
  • Synthesis of carbamates and unsymmetrical alkyl carbonates, via reaction with aliphatic amines or alcohols by using a hybrid organic-inorganic material prepared by anchoring TBD to MCM-41 silica.
  • As solvent in ruthenium catalyzed direct functionalisation of arene C-H bonds by aryl halides.
  • To compose the commercial liquid electrolyte for lithium ion batteries.
  • Homogeneous alkoxycarbonylation of cellulose.

Features and Benefits

Greener chemical

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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Zhiyuan Zeng et al.
Faraday discussions, 176, 95-107 (2015-01-20)
We study the lithiation of a Au electrode in an electrochemical liquid cell using transmission electron microscopy (TEM). The commercial liquid electrolyte for lithium ion batteries (1 M lithium hexafluorophosphate LiPF6 dissolved in 1 : 1 (v/v) ethylene carbonate (EC) and diethyl
Diethyl carbonate as a solvent for ruthenium catalysed C-H bond functionalisation.
Arockiam P, et al.
Green Chemistry, 11(11), 1871-1875 (2009)
Synthesis of diethyl carbonate by catalytic alcoholysis of urea.
Wang D, et al.
Fuel Processing Technology, 88(8), 807-812 (2007)
Catalytic activity of MCM-41-TBD in the selective preparation of carbamates and unsymmetrical alkyl carbonates from diethyl carbonate.
Carloni S, et al.
J. Catal., 205(1), 199-204 (2002)
Sara R Labafzadeh et al.
ChemSusChem, 8(1), 77-81 (2014-11-08)
Dialkylcarbonates are viewed as low-cost, low-toxicity reagents, finding application in many areas of green chemistry. Homogeneous alkoxycarbonylation of cellulose was accomplished by applying dialkycarbonates (dimethyl and diethyl carbonate) in the ionic liquid-electrolyte trioctylphosphonium acetate ([P8881 ][OAc])/DMSO or 1-ethyl-3-methylimidazolium acetate ([emim][OAc]).
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