All Photos(4)

D152927

Sigma-Aldrich

Dimethyl carbonate

greener alternative

ReagentPlus®, 99%

Synonym(s):
Carbonic acid dimethyl ester
Linear Formula:
(CH3O)2CO
CAS Number:
Molecular Weight:
90.08
Beilstein:
635821
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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

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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
500 mL in glass bottle
19 kg in VerSA-Flow™
100, 500 g 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

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Direct synthesis of dimethyl carbonate from carbon dioxide and methanol catalyzed by base.
Fang S and Fujimoto K.
Applied Catalysis A: General, 142(1), L1-L3 (1996)
Catalysis in the production and reactions of dimethyl carbonate, an environmentally benign building block.
Ono Y.
Applied Catalysis A: General, 155(2), 133-166 (1997)
Zul Ilham et al.
Bioresource technology, 101(8), 2735-2740 (2009-11-26)
This study reports on a novel two-step process for biodiesel production consisting of hydrolysis of oils in sub-critical water and subsequent supercritical dimethyl carbonate esterification. This process found to occur optimally at the sub-critical water treatment (270 degrees Celsius/27 MPa)...
Liping Zhang et al.
Bioresource technology, 101(21), 8144-8150 (2010-07-02)
The transesterification of palm oil with dimethyl carbonate (DMC) for preparing biodiesel has been studied in solvent-free system at the catalysis of potassium hydroxide (KOH) as heterogeneous catalyst. Fatty acid methyl esters (FAMEs) were analyzed by GC with internal standard...
Milad Abolhasani et al.
Lab on a chip, 12(9), 1611-1618 (2012-03-15)
We present an automated microfluidic (MF) approach for the systematic and rapid investigation of carbon dioxide (CO(2)) mass transfer and solubility in physical solvents. Uniformly sized bubbles of CO(2) with lengths exceeding the width of the microchannel (plugs) were isothermally...

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