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D152927

Sigma-Aldrich

Dimethyl carbonate

greener alternative

ReagentPlus®, 99%

Sinónimos:

Carbonic acid dimethyl ester

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About This Item

Fórmula lineal:
(CH3O)2CO
Número de CAS:
616-38-6
Peso molecular:
90.08
Beilstein/REAXYS Number:
635821
EC Number:
210-478-4
MDL number:
MFCD00008420
UNSPSC Code:
12352100
PubChem Substance ID:
57654072
NACRES:
NA.21
assay:
99%
bp:
90 °C (lit.)
vapor pressure:
18 mmHg ( 21.1 °C)
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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

Greener Alternative Product

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.[1] The base-catalyzed reaction between carbon dioxide and methanol to form DMC has been studied.[2] Various thermodynamic parameters of DMC have been reported.[3]

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Application

Dimethyl carbonate may be used to synthesize:
  • Methyl phenyl carbonate by transesterification with phenol.[4]
  • Diphenyl carbonate by transesterification with methyl phenyl carbonate.[4]
  • Methyl carbamates, a raw material for isocyanate synthesis.[4]
  • Tetramethoxysilane by reacting with silica at 550-600K.[4]

Features and Benefits

Greener solvent

Legal Information

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

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

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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Certificados de análisis (COA)

Lot/Batch Number
MKCX1028
SDBB0749
MKCW5981
MKCV7668
MKCW1721

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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
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)
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
Yongjiang Gan et al.
Carbohydrate research, 346(3), 389-392 (2011-02-08)
A novel green synthesis process about methyl-β-cyclodextrin has been investigated through the reaction between β-cyclodextrin and dimethyl carbonate by anhydrous potassium carbonate as catalyst in DMF. The influence of experimental factors including the molar ratio of dimethyl carbonate to β-cyclodextrin
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Biorenewable Solvents

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Biorenewable Solvents

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