Ethyl methyl carbonate Chemical Properties

Melting point:

-14.5℃

Boiling point:

107 °C

Density 

1.006 g/mL at 25 °C

vapor pressure 

43hPa at 25℃

refractive index 

n20/D 1.378

Flash point:

23°C

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Almost colorless

Water Solubility 

46.8-47.1g/L at 20℃

InChI

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

InChIKey

JBTWLSYIZRCDFO-UHFFFAOYSA-N

SMILES

C(OC)(=O)OCC

LogP

0.972 at 40℃

CAS DataBase Reference

623-53-0(CAS DataBase Reference)

NIST Chemistry Reference

C2H5OCOOCH3(623-53-0)

EPA Substance Registry System

Carbonic acid, ethyl methyl ester (623-53-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

16-36/37-26

RIDADR 

3272

WGK Germany 

3

HazardClass 

3

PackingGroup 

III

HS Code 

29209090

Ethyl methyl carbonate Usage And Synthesis

Description

Ethyl methyl carbonate (EMC) is an asymmetric aliphatic organic carbonate. It is a colorless transparent liquid widely used as an excellent solvent for lithium-ion battery electrolytes. EMC increases the solubility of lithium ions improving the capacity density and power of batteries. This compound has excellent thermal conductivity and low electrical resistance, extending the working temperature range of electrolytes, improving lithium batteries' safety, and prolonging their service life. EMC is usually obtained by metal oxide-catalyzed transesterification over dimethyl carbonate and diethyl carbonate. High percentage yields are obtained if the reaction is carried out in liquid or vapor phase[1].

Chemical Properties

Ethyl methyl carbonate (EMC) is a colourless transparent liquid with a slightly irritating smell. Fusing point-55 ℃, 109 ℃ of boiling points, water-insoluble, be dissolved in the organic solvent such as alcohol or ether, be a kind of broad-spectrum asymmetric carbon acid ester. Because have methyl and ethyl simultaneously, so have the characteristic of methylcarbonate and diethyl carbonate concurrently, mainly as solvent and organic synthesis intermediate. Used in recent years, the water-insoluble electrolytic solvent of lithium cells has a feature that specific inductivity is significant, and viscosity is small, strong to lithium salts solvability, and can improve the life of the battery and safety performance.

Uses

Alkyl carbonates find applications as solvents for lithium-ion battery electrolytes, and the use of high-quality battery grade electrolytes having shallow water (<10 ppm) and acid (<10 ppm) contents are critical for achieving high electrochemical performance. Ethyl methyl carbonate is majorly utilized as a co-solvent in the nonaqueous electrolyte. It enhances the energy density and discharge capacity of lithium-ion batteries.

Uses

Non-aqueous solvent for Li-ion batteries

General Description

This product has been enhanced for energy efficiency.

Synthesis

Currently, the synthesis of Ethyl methyl carbonate in open literature can be mainly categorized into phosgene method, carbonyl oxide method, and transesterification method. EMC synthesis from transesterification of DMC and EtOH is known for its mild reaction conditions, ease of control, and low environmental pollution, making it the most promising process route. Ethyl methyl carbonate is selectively synthesized from dimethyl carbonate and ethanol via catalytic reactive distillation ( RD) over heterogeneous MgO/HZSM-5. It is shown that 2.3%MgO/HZSM-5 catalyst has high catalytic activity with 99.4% conversion of ethanol ( EtOH) and 98.1% selectivity to EMC in an RD column[3].

Advantages

Ethyl methyl carbonate enables the largest reversible capacity, best cycle stability, highest cycle Coulombic efficiency, lowest onset potential, smallest polarization, lowest self-discharge rate, and best rate performance from graphite compared to dimethyl carbonate and diethyl carbonate. Ethyl methyl carbonate forms a thinner layer of cathode electrolyte interface on the graphite surface with fewer Li–F and ROCO2Li species than with dimethyl carbonate and diethyl carbonate[2].

References

[1] Guido N. Rimondino , Fabio E. Malanca, Jesús A. Vila . “Atmospheric oxidation of ethyl methyl carbonate: Kinetics and reaction mechanism.” Journal of Photochemistry and Photobiology A-chemistry 444 (2023): Article 114994.
[2] Yao Wang. “Unlocking the True Capability of Graphite-Based Dual-Ion Batteries with Ethyl Methyl Carbonate Electrolyte.” ACS Applied Energy Materials 2 10 (2019): 7512–7517.
[3] Prof. Jianhua Lv. “Selective Synthesis of Ethyl Methyl Carbonate via Catalytic Reactive Distillation over Heterogeneous MgO/HZSM-5.” ChemistrySelect 4 24 (2019): 7366–7370.

Ethyl methyl carbonate (623-53-0)Related Product Information

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• Ethylene carbonate
• Lithium carbonate
• Calcium carbonate
• Dimethyl carbonate
• Sodium carbonate
• Ethyl methanesulfonate
• Ethyl acetate
• Sodium bicarbonate
• Propylene carbonate
• Titanium tetraisopropanolate
• Tetrabutyl titanate
• Methyl
• LANTHANUM CARBONATE
• POTASSIUM CARBONATE, SESQUIHYDRATE
• HOLMIUM CARBONATE
• Guanidine carbonate
• Nickel carbonate