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D152927 Sigma-Aldrich

Dimethyl carbonate

Green Alternative

ReagentPlus®, 99%

Synonym: Carbonic acid dimethyl ester

  • CAS Number 616-38-6

  • Linear Formula (CH3O)2CO

  • Molecular Weight 90.08

  •  Beilstein/REAXYS Number 635821

  •  EC Number 210-478-4

  •  MDL number MFCD00008420

  •  PubChem Substance ID 57654072

  •  NACRES NA.21

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Properties

Related Categories Alternative Energy, Electrolytes, Greener Solvent Alternatives, Greener Substitutes, Materials Science,
Quality Level   200
vapor density   3.1 (vs air)
vapor pressure   18 mmHg ( 21.1 °C)
product line   ReagentPlus®
assay   99%
form   liquid
greener alternative product characteristics   Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Design for Degradation
Learn more about the Principles of Green Chemistry.
refractive index   n20/D 1.368 (lit.)
bp   90 °C (lit.)
mp   2-4 °C (lit.)
density   1.069 g/mL at 25 °C (lit.)
greener alternative category   Aligned
SMILES string   O=C(OC)OC
InChI   1S/C3H6O3/c1-5-3(4)6-2/h1-2H3
InChI key   IEJIGPNLZYLLBP-UHFFFAOYSA-N

Description

General description

Dimethyl carbonate (DMC) is a versatile, non-toxic, biodegradable reagent with tunable chemical reactivity. It serves as a green alternative to dimethyl sulfate or methyl halides and phosgene for methylation and carboxylation reactions. The base-catalyzed reaction between carbon dioxide and methanol to form DMC has been studied. Various thermodynamic parameters of DMC have been reported.

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Application

Dimethyl carbonate may be used to synthesize:
• Methyl phenyl carbonate by transesterification with phenol.
• Diphenyl carbonate by transesterification with methyl phenyl carbonate.
• Methyl carbamates, a raw material for isocyanate synthesis.
• Tetramethoxysilane by reacting with silica at 550-600K.

Packaging

1 L in glass bottle

100, 500 g in glass bottle

19 kg in VerSA-Flow™

500 mL in glass bottle

2.5 kg in glass bottle

Features and Benefits

Greener solvent

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN1161 - class 3 - PG 2 - Dimethyl carbonate
WGK Germany 
WGK 1
RTECS 
FG0450000
Flash Point(F) 
60.8 °F - closed cup
Flash Point(C) 
16 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Complex Hydrides: A New Category of Solid-state Lithium Fast-ion Conductors

1Institute for Materials Research, Tohoku University Katahira 2-1-1, Sendai, 980-8577, Japan 2Graduate School of Engineering, Tohoku University Aramaki Aza Aoba 6-6-02, Sendai, 980-8579, Japan
Motoaki Matsuo,1 Hiroyuki Oguchi,1,2 Hideki Maekawa,2 Hitoshi Takamura,2Shin-ichi Orimo,1
Material Matters Volume 5 Article 4
Keywords: Calorimetry, Deposition, Diffraction, Diffusion, Melting, Nuclear magnetic resonance spectroscopy, Raman spectroscopy, Spectroscopy, Substitutions, X-Ray diffraction, transformation

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Peer-Reviewed Papers
15

References

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