Dimethyl carbonate

Dimethyl carbonate
Dimethyl carbonate
Ball-and-stick model of dimethyl carbonate
Names
Preferred IUPAC name
Dimethyl carbonate
Other names
DMC
Methyl carbonate, di-
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.009.527 Edit this at Wikidata
UNII
  • InChI=1S/C3H6O3/c1-5-3(4)6-2/h1-2H3 checkY
    Key: IEJIGPNLZYLLBP-UHFFFAOYSA-N checkY
  • InChI=1/C3H6O3/c1-5-3(4)6-2/h1-2H3
    Key: IEJIGPNLZYLLBP-UHFFFAOYAC
  • COC(=O)OC
Properties
C3H6O3
Molar mass 90.078 g·mol−1
Appearance colorless liquid
Density 1.069-1.073 g/mL
Melting point 2 to 4 °C (36 to 39 °F; 275 to 277 K)
Boiling point 90 °C (194 °F; 363 K)
13.9 g/100 mL
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Flammable
Flash point 17 °C (63 °F; 290 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethyl carbonate (DMC) is an organic compound with the formula OC(OCH3)2. It is a colourless, flammable liquid. It is classified as a carbonate ester. This compound has found use as a methylating agent and as a co-solvent in lithium-ion batteries.[1] Notably, dimethyl carbonate is a weak methylating agent, and is not considered as a carcinogen.[2] Instead, dimethyl carbonate is often considered to be a green reagent,[3][4] and it is exempt from the restrictions placed on most volatile organic compounds (VOCs) in the United States.[5]

  1. ^ Köntje, M.; Memm, M.; Axmann, P.; Wohlfahrt-Mehrens, M. (December 2014). "Substituted transition metal phospho olivines LiMM′PO4 (M = Mn, M′ = Fe, Co, Mg): Optimisation routes for LiMnPO4". Progress in Solid State Chemistry. 42 (4): 106–117. doi:10.1016/j.progsolidstchem.2014.04.005.
  2. ^ https://www.fsc.go.jp/fsciis/attachedFile/download?retrievalId=kya20180111146&fileId=202[full citation needed]
  3. ^ Kreutzberger, Charles B. (2001). "Chloroformates and Carbonates". Kirk-Othmer Encyclopedia of Chemical Technology. New York: John Wiley. doi:10.1002/0471238961.0301180204011312.a01.pub2. ISBN 9780471238966.
  4. ^ Seo, Dongseok (16 June 2021). "Toxicity assessment of dimethyl carbonate following 28 days repeated inhalation exposure". Environmental Analysis, Health and Toxicology. 36 (2): e2021012-0. doi:10.5620/eaht.2021012. PMC 8421751. PMID 34130377.
  5. ^ "Update: U.S. EPA Exempt Volatile Organic Compounds". American Coatings Association. 2018-01-30. Archived from the original on 2021-02-08. Retrieved 2019-03-20.