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E27408

Sigma-Aldrich

1,2-Dimethoxyethane

ReagentPlus®, ≥99%, inhibitor-free

Synonym(s):

mono-Glyme, Dimethylglycol, Ethylene glycol dimethyl ether, Monoglyme

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About This Item

Linear Formula:
CH3OCH2CH2OCH3
CAS Number:
110-71-4
Molecular Weight:
90.12
Beilstein/REAXYS Number:
1209237
EC Number:
203-794-9
MDL number:
MFCD00008502
UNSPSC Code:
12352112
PubChem Substance ID:
329799037
NACRES:
NA.21

vapor density

3.1 (20 °C, vs air)

Quality Level

100

vapor pressure

48 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

396 °F

expl. lim.

10.4 %

impurities

≤0.5% (water)

refractive index

n20/D 1.379 (lit.)

pH

7

bp

85 °C (lit.)

mp

−58 °C (lit.)

density

0.867 g/mL at 25 °C (lit.)

SMILES string

COCCOC

InChI

1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3

InChI key

XTHFKEDIFFGKHM-UHFFFAOYSA-N

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General description

1,2-Dimethoxyethane (DME) is an inert aprotic polar solvent for electrolytes of lithium batteries, polysilicones, oligo- and polysaccharides.

Application

1,2-Dimethoxyethane can be used as a solvent to synthesize:
  • Oxazoles from α-acylamino ketones via Robinson-Gabriel reaction.
  • 5-Arylhistidines via Suzuki-Miyaura cross-coupling between 5-bromohistidine and arylboronic acids.
  • Aryl thioethers via Pd-catalyzed thioetherification of aryl halides with aliphatic and aromatic thiols.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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Description
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Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

41.0 °F - closed cup

flash_point_c

5 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron Letters, 34, 4591-4591 (1993)
Organometallics, 13, 1498-1498 (1994)
Inorganic Chemistry, 33, 1685-1685 (1994)
Shaokun Tang et al.
Bioresource technology, 129, 667-671 (2013-01-10)
Glymes (i.e. glycol diethers) were explored as alternative benign solvents for enzymatic reactions, specifically the lipase-catalyzed transesterification. Long-chain glymes were found highly compatible with immobilized Candida antarctica lipase B (iCALB), leading to higher enzyme activities and stabilities than t-butanol and
Abhishek K Jha et al.
The Journal of chemical physics, 128(3), 034501-034501 (2008-01-22)
The physical content of and, in particular, the nonlinear contributions from the Langevin-Debye model are illustrated using two applications. First, we provide an improvement in the Langevin-Debye model currently used in some implicit solvent models for computer simulations of solvation
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