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517135

Sigma-Aldrich

Diethyl carbonate

greener alternative

anhydrous, ≥99%

Sinónimos:

Diatol, Eufin, H-DEC

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About This Item

Fórmula lineal:
(C2H5O)2CO
Número de CAS:
105-58-8
Peso molecular:
118.13
Beilstein:
956591
Número CE:
203-311-1
Número MDL:
MFCD00009107
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24873944
NACRES:
NA.22
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grado

anhydrous

Nivel de calidad

100

densidad de vapor

4.1 (vs air)

presión de vapor

10 mmHg ( 23.8 °C)
59 mmHg ( 37.8 °C)

Ensayo

≥99%

características de los productos alternativos más sostenibles

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

sustainability

Greener Alternative Product

impurezas

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

índice de refracción

n20/D 1.384 (lit.)

bp

126-128 °C (lit.)

mp

−43 °C (lit.)

solubilidad

water: insoluble

densidad

0.975 g/mL at 25 °C (lit.)

grupo funcional

carbonate

categoría alternativa más sostenible

Aligned,

cadena SMILES

O=C(OCC)OCC

InChI

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

Clave InChI

OIFBSDVPJOWBCH-UHFFFAOYSA-N

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Descripción general

Diethyl carbonate is an dialkylcarbonate.[1] The synthesis of diethyl carbonate (DEC) from urea and ethanol has been investigated.[2]
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Aplicación

Diethyl carbonate may be used in the following studies:
  • Synthesis of β-enamino esters.[3]
  • 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.[4]
  • As solvent in ruthenium catalyzed direct functionalisation of arene C-H bonds by aryl halides.[5]
  • To compose the commercial liquid electrolyte for lithium ion batteries.[6]
  • Homogeneous alkoxycarbonylation of cellulose.[1]

Características y beneficios

Greener chemical

Pictogramas

Flame
GHS02

Palabra de señalización

Warning

Frases de peligro

H226

Clasificaciones de peligro

Flam. Liq. 3

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

77.0 °F - closed cup

Punto de inflamabilidad (°C)

25 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
SHBS2643
SHBR4850
SHBQ1699
SHBN7328
SHBM9866

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Synthesis of diethyl carbonate by catalytic alcoholysis of urea.
Wang D, et al.
Fuel Processing Technology, 88(8), 807-812 (2007)
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]).
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)
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)
Diethyl carbonate as a solvent for ruthenium catalysed C-H bond functionalisation.
Arockiam P, et al.
Green Chemistry, 11(11), 1871-1875 (2009)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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