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M14102

Sigma-Aldrich

Diethylene glycol dimethyl ether

ReagentPlus®, 99%

Synonym(s):

2-Methoxyethyl ether, Bis(2-methoxyethyl) ether, Dimethyldiglycol, ‘Diglyme’

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About This Item

Linear Formula:
(CH3OCH2CH2)2O
CAS Number:
111-96-6
Molecular Weight:
134.17
Beilstein/REAXYS Number:
1736101
EC Number:
203-924-4
MDL number:
MFCD00008503
UNSPSC Code:
12352112
PubChem Substance ID:
329817875
NACRES:
NA.21

vapor density

4.6 (vs air)

Quality Level

100

vapor pressure

3 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

370 °F

expl. lim.

17.4 %

color

APHA: ≤10

refractive index

n20/D 1.408 (lit.)

pH

7 (20 °C)

bp

162 °C (lit.)

mp

−64 °C (lit.)

density

0.944 g/mL at 20 °C (lit.)
0.939 g/mL at 25 °C (lit.)

SMILES string

COCCOCCOC

InChI

1S/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3

InChI key

SBZXBUIDTXKZTM-UHFFFAOYSA-N

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General description

Diethylene glycol dimethyl ether (diglyme), a hydrophilic ether, is an electron-donor solvent. Its toxicity has been assessed. The effect of complexation of diglyme with lithium trifluoromethanesulfonate on the conformation has been investigated. It is reported to enhance the ability of KF-MeOH-Al2O3 (potassium fluoride-methanol-alumina) reagent to replace halogen with methoxy groups in 5,8-dihydroxy-2,3-dichloro-1,4-naphthoquinones.

Application

Diethylene glycol dimethyl ether may be used as a solvent to form a solution of sodium pentaphosphacyclopentadienide.

Legal Information

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

pictograms

FlameHealth hazard
GHS02,GHS08

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Repr. 1B

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °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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A new method for the preparation of solution of sodium pentaphosphacyclopentadienide.
Milyukov VA, et al.
Russian Chemical Bulletin, 55(7), 1297-1299 (2006)
Conformational changes in diethylene glycol dimethyl ether and poly (ethylene oxide) induced by lithium ion complexation.
Frech R and Huang W.
Macromolecules, 28(4), 1246-1251 (1995)
C J Price et al.
Fundamental and applied toxicology : official journal of the Society of Toxicology, 8(1), 115-126 (1987-01-01)
Diethylene glycol dimethyl ether (diEGdiME) is structurally related to several compounds which produce reproductive and developmental toxicity, including teratogenicity in laboratory animals. In the present study, diEGdiME (0, 62.5, 125, 250, or 500 mg/kg/day) was administered by gavage in distilled
Catalytic activity of diethylene glycol dimethyl ethers in conversion of 6,7-dichloro-3-ethyl-2-ethoxynaphthazarine into echinochrome trimethyl ether.
Kochergina TY and Anufriev VF.
Russ. J. Org. Chem., 38(4), 534-537 (2002)
Simultaneous determination of six hydrophilic ethers at trace levels using coconut charcoal adsorbent and gas chromatography/mass spectrometry.
Stepien DK and Puttmann W.
Analytical and Bioanalytical Chemistry, 405(5), 1743-1751 (2013)
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