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Key Documents

COO/COA

Dimethyl carbonate

Name: Dimethyl carbonate
Brand: SIAL

ReagentPlus^®, 99%

Synonym(s):

Carbonic acid dimethyl ester

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About This Item

Linear Formula:

(CH₃O)₂CO

CAS Number:

616-38-6

Molecular Weight:

90.08

Beilstein:

635821

EC Number:

210-478-4

MDL number:

MFCD00008420

UNSPSC Code:

12352100

PubChem Substance ID:

57654072

NACRES:

NA.21

vapor density

3.1 (vs air)

Quality Level

200

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.

sustainability

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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.

Features and Benefits

Greener solvent

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

GHS02

Signal Word

Danger

Hazard Statements

H225

Precautionary Statements

P210 - P233 - P240 - P241 - P242 - P243

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

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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)

Thermodynamic Properties of Dimethyl Carbonate^a).

Zhou Y, et al.

Journal of Physical and Chemical Reference Data, 40(4), 043106-043106 (2011)

Mechanistic investigations on dimethyl carbonate formation by oxidative carbonylation of methanol over a CuY zeolite: an operando SSITKA/DRIFTS/MS study.

Jana Engeldinger et al.

Physical chemistry chemical physics : PCCP, 14(7), 2183-2191 (2011-11-18)

The simultaneous combination of steady state isotopic transient kinetic analysis (SSITKA) with diffuse reflectance Fourier transform spectroscopy (DRIFTS) and mass spectrometric (MS) analysis was applied to study the oxidative carbonylation of methanol (MeOH) to dimethyl carbonate (DMC) on a CuY

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)

Kinetics of transesterification of palm oil and dimethyl carbonate for biodiesel production at the catalysis of heterogeneous base catalyst.

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

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