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Sigma-Aldrich

Dimethyl carbonate

greener alternative

anhydrous, ≥99%

Synonym(s):

DMC, 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:
12352108
PubChem Substance ID:
57651340
NACRES:
NA.21

grade

anhydrous

Quality Level

100

vapor density

3.1 (vs air)

vapor pressure

18 mmHg ( 21.1 °C)

Assay

≥99%

form

liquid

expl. lim.

4.22-12.87 % (lit.)

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Design for Degradation
Learn more about the Principles of Green Chemistry.

sustainability

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impurities

<0.002% water
<0.005% water (100mL pkg)

color

APHA: <50

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. DMC can be prepared by the base-catalyzed reaction between carbon dioxide and methanol.

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Application

Dimethyl carbonate has been used to dissolve poly (lactic-co-glycolic acid) (PLGA) to form PLGA-coated bioactive glass-ceramic scaffolds.

Features and Benefits

Greener solvent

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
SHBR6143
SHBR7010
SHBS0663
SHBR3779
SHBQ9613

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Hao Sun et al.
Nature communications, 10(1), 3302-3302 (2019-07-26)
Rechargeable sodium metal batteries with high energy density could be important to a wide range of energy applications in modern society. The pursuit of higher energy density should ideally come with high safety, a goal difficult for electrolytes based on
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)
Preparation and characterisation of plga-coated porous bioactive glass-ceramic scaffolds for subchondral bone tissue engineering.
O'Shea TM and Miao X.
Proceeding of the 9th International Symposium on Ceramic Materials and Components for Energy and Environmental Applications (2009)
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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