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517127

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:
Molecular Weight:
90.08
Beilstein:
635821
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

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

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

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

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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)
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)
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

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