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Merck

D152927

Dimethyl carbonate

greener alternative

ReagentPlus®, 99%

Sinónimos:

Carbonic acid dimethyl ester

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Acerca de este artículo

Fórmula lineal:
(CH3O)2CO
Número CAS:
Peso molecular:
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

Clase de almacenamiento

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


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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)
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
Thermodynamic Properties of Dimethyl Carbonatea).
Zhou Y, et al.
Journal of Physical and Chemical Reference Data, 40(4), 043106-043106 (2011)
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
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

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