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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
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)
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)
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
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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