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Merck
CN

M14102

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
UNSPSC Code:
12352112
NACRES:
NA.21
PubChem Substance ID:
329817875
EC Number:
203-924-4
Beilstein/REAXYS Number:
1736101
MDL number:
MFCD00008503
Assay:
99%
Bp:
162 °C (lit.)
Vapor pressure:
3 mmHg ( 20 °C)

Key Documents

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InChI key

SBZXBUIDTXKZTM-UHFFFAOYSA-N

InChI

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

SMILES string

COCCOCCOC

vapor density

4.6 (vs air)

vapor pressure

3 mmHg ( 20 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

370 °F

expl. lim.

17.4 %

dilution

(for general lab use)

color

APHA: ≤10

Quality Level

100

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.)

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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

WGK 1

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5557
SHBT4356
SHBT1195
SDBB3426
SHBS7086

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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)
A new method for the preparation of solution of sodium pentaphosphacyclopentadienide.
Milyukov VA, et al.
Russian Chemical Bulletin, 55(7), 1297-1299 (2006)
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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