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Merck

517135

Diethyl carbonate

greener alternative

anhydrous, ≥99%

Synonyme(s) :

Diatol, Eufin, H-DEC

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A propos de cet article

Formule linéaire :
(C2H5O)2CO
Numéro CAS:
Poids moléculaire :
118.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-311-1
Beilstein/REAXYS Number:
956591
MDL number:
Assay:
≥99%
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grade

anhydrous

Quality Level

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.)

functional group

carbonate

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

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

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

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Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Classe de stockage

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



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A versatile route to β-enamino esters by acylation of lithium enamines with diethyl carbonate or benzyl chloroformate.
Bartoli G, et al.
Tetrahedron, 51(31), 8613-8622 (1995)
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]).