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752002

Sigma-Aldrich

Ethyl methyl carbonate

98%

Synonym(s):

Carbonic acid ethyl methyl ester, EMC, Methyl ethyl carbonate

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
MDL number:
UNSPSC Code:
26111700
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.378

density

1.006 g/mL at 25 °C

SMILES string

CCOC(=O)OC

InChI

1S/C4H8O3/c1-3-7-4(5)6-2/h3H2,1-2H3

InChI key

JBTWLSYIZRCDFO-UHFFFAOYSA-N

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General description

Ethyl methyl carbonate (EMC) is the simplest asymmetric ester. It can be prepared via transesterification between dimethyl carbonate (DMC) and ethanol with mild reaction conditions. It is used as an intermediate for the synthesis of various compounds. Additionally, EMC is also used as an excellent co-solvent in the electrolyte of lithium-ion batteries.

Application

Ethyl methyl carbonate can be used as:      
  • A solvent for various reactions including esterification and amidation.   
  • An electrolyte in the development of graphite-based dual-ion batteries due to its ability reduces charge-transfer resistance, polarization, and self-discharge of graphite electrodes. It also enhances Coulombic efficiency, cycle, and rate performances.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

75.0 °F

Flash Point(C)

23.9 °C


Certificates of Analysis (COA)

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McEwen A, et al.
Journal of the Electrochemical Society, 146(5), 1687-1687 (1999)
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Journal of the Electrochemical Society, 144(4), L84-L84 (1997)
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