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D152927

Sigma-Aldrich

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:
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
grade:
reagent
bp:
90 °C (lit.)
vapor pressure:
18 mmHg ( 21.1 °C)
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grade

reagent

Quality Level

200

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
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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

, 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

Signal Word

Danger

Hazard Statements

H225

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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Certificates of Analysis (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)
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)
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
Zul Ilham et al.
Bioresource technology, 101(8), 2735-2740 (2009-11-26)
This study reports on a novel two-step process for biodiesel production consisting of hydrolysis of oils in sub-critical water and subsequent supercritical dimethyl carbonate esterification. This process found to occur optimally at the sub-critical water treatment (270 degrees Celsius/27 MPa)
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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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