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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:
623-53-0
Molecular Weight:
104.10
MDL number:
MFCD00191398
UNSPSC Code:
26111700
PubChem Substance ID:
329766259
NACRES:
NA.22
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Assay

98%

form

liquid

refractive index

n20/D 1.378

density

1.006 g/mL at 25 °C

functional group

carbonate

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
GHS02

Signal Word

Danger

Hazard Statements

H225

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV1358
MKCR4960
MKCS6129
MKCQ7585
MKCK2559

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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)
Shamsudeen F Fagbo et al.
Emerging infectious diseases, 21(11), 1981-1988 (2015-10-21)
We investigated an outbreak of Middle East respiratory syndrome (MERS) at King Fahad Medical City (KFMC), Riyadh, Saudi Arabia, during March 29-May 21, 2014. This outbreak involved 45 patients: 8 infected outside KFMC, 13 long-term patients at KFMC, 23 health
Susanne M Köhler et al.
Vaccine, 33(24), 2771-2777 (2015-04-29)
While proving highly effective in controlling Anthrax in farm animals all over the world currently attenuated live anthrax vaccines employed in a veterinary context suffer from drawbacks such as residual virulence, short term protection, variation in quality and, most importantly
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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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