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Merck

D152927

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
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
57654072
EC Number:
210-478-4
Beilstein/REAXYS Number:
635821
MDL number:
MFCD00008420
Assay:
99%
Bp:
90 °C (lit.)
Vapor pressure:
18 mmHg ( 21.1 °C)

Key Documents

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InChI key

IEJIGPNLZYLLBP-UHFFFAOYSA-N

InChI

1S/C3H6O3/c1-5-3(4)6-2/h1-2H3

SMILES string

O=C(OC)OC

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

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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

Quality Level

200

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

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Application

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

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

D152927-1L: + D152927-5ML: + D152927-5G: + D152927-2.5L: + D152927-19KG: + D152927-BULK: + D152927-VAR: + D152927-2.5KG: + D152927-100G: + D152927-500G: + D152927-500ML:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6763
MKCZ4753
BCCN6986
MKCX1028
SDBB0749

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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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