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About This Item
Linear Formula:
CH3OCH2CH2OCH3
CAS Number:
Molecular Weight:
90.12
Beilstein:
1209237
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
PubChem Substance ID:
NACRES:
NA.21
Assay:
≥99%
Bp:
85 °C (lit.)
Vapor pressure:
48 mmHg ( 20 °C)
vapor density
3.1 (20 °C, vs air)
Quality Level
vapor pressure
48 mmHg ( 20 °C)
product line
ReagentPlus®
Assay
≥99%
form
liquid
autoignition temp.
396 °F
expl. lim.
10.4 %
dilution
(for general lab use)
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Inhalation - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
41.0 °F - closed cup
Flash Point(C)
5 °C - closed cup
Regulatory Information
危险化学品
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Organometallics, 13, 1498-1498 (1994)
Tetrahedron Letters, 34, 4591-4591 (1993)
Inorganic Chemistry, 33, 1685-1685 (1994)
Peter A Campochiaro et al.
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AKB-9778 is a small-molecule competitive inhibitor of vascular endothelial-protein tyrosine phosphatase (VE-PTP) that promotes Tie2 activation and reduces vascular leakage and neovascularization in mouse models. The purpose of this study was to test the safety, tolerability, pharmacokinetics, and biological activity
Andrew Martins et al.
Organic letters, 12(22), 5186-5188 (2010-10-19)
A palladium-catalyzed crossed biaryl coupling/reduction sequence enables the formation of meta-substituted biaryls via solvent-mediated arylpalladium(II) reduction. Isotope labeling studies determined that the decomposition of 1,2-dimethoxyethane (DME) is indeed involved in the reductive process.
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