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Merck
CN

D152927

Dimethyl carbonate

greener alternative

ReagentPlus®, 99%

Synonym(s):

Carbonic acid dimethyl ester

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About This Item

Linear Formula:
(CH3O)2CO
CAS Number:
Molecular Weight:
90.08
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
210-478-4
Beilstein/REAXYS Number:
635821
MDL number:
Assay:
99%
Bp:
90 °C (lit.)
Vapor pressure:
18 mmHg ( 21.1 °C)
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InChI key

IEJIGPNLZYLLBP-UHFFFAOYSA-N

InChI

1S/C3H6O3/c1-5-3(4)6-2/h1-2H3

SMILES string

O=C(OC)OC

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.

sustainability

Greener Alternative Product

dilution

(for general lab use)

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

Quality Level

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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

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品
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Thermodynamic Properties of Dimethyl Carbonatea).
Zhou Y, et al.
Journal of Physical and Chemical Reference Data, 40(4), 043106-043106 (2011)
Mario Battisti et al.
Frontiers in bioengineering and biotechnology, 7, 296-296 (2019-11-30)
Transdermal drug delivery represents an appealing alternative to conventional drug administration systems. In fact, due to their high patient compliance, the development of dissolvable and biodegradable polymer microneedles has recently attracted great attention. Although stamp-based procedures guarantee high tip resolution
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)
Pietro Tundo et al.
Accounts of chemical research, 35(9), 706-716 (2002-09-18)
Dimethyl carbonate (DMC) is a versatile compound that represents an attractive eco-friendly alternative to both methyl halides (or dimethyl sulfate) and phosgene for methylation and carbonylation processes, respectively. In fact, the reactivity of DMC is tunable: at T = 90
Nikhil Gharat et al.
Ultrasonics sonochemistry, 20(3), 900-905 (2012-11-28)
This work reports the production of biodiesel with waste cooking oil and dimethyl carbonate in solvent free system through transesterification by immobilized enzyme (Novozym 435) under the influence of ultrasound irradiation. The experiments were conducted in an ultrasonic water bath

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