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D152927

Sigma-Aldrich

Dimethyl carbonate

greener alternative

ReagentPlus®, 99%

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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

vapor density

3.1 (vs air)

Quality Level

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

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

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

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)
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
Fusheng Liu et al.
Journal of hazardous materials, 174(1-3), 872-875 (2009-09-24)
An environmentally friendly strategy for methanolysis of polycarbonate (PC) to recover bisphenol A (BPA) and dimethyl carbonate (DMC) was developed in which PC could be methanolyzed in an ionic liquid without any acid or base catalyst under moderate conditions. The
Transesterification of cyclic carbonates to dimethyl carbonate using solid oxide catalyst at ambient conditions: environmentally benign synthesis.
Meenakshisundaram Sankar et al.
ChemSusChem, 3(5), 575-578 (2010-04-02)

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