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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

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

75.0 °F

flash_point_c

23.9 °C


Certificates of Analysis (COA)

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Liu J, et al.
Electrochemical Communications, 13(3), 269-269 (2011)
McEwen A, et al.
Journal of the Electrochemical Society, 146(5), 1687-1687 (1999)
McEwen A, et al.
Journal of the Electrochemical Society, 144(4), L84-L84 (1997)
Susanne M Köhler et al.
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