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32210

Sigma-Aldrich

Diethylene glycol dimethyl ether

puriss. p.a., ≥99.5% (GC)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3OCH2CH2)2O
CAS Number:
Molecular Weight:
134.17
Beilstein:
1736101
EC Number:
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:

vapor density

4.6 (vs air)

vapor pressure

3 mmHg ( 20 °C)

grade

puriss. p.a.

Assay

≥99.5% (GC)

autoignition temp.

370 °F

expl. lim.

17.4 %

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤0.005% peroxides (as H2O2)
≤0.1% water

refractive index

n20/D 1.408 (lit.)
n20/D 1.408

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.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

application(s)

environmental

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 less volatile liquid, is widely employed as an anhydrous solvent. Various physical properties (density, refractive index, speed of sound and shear viscosity) of its mixtures with ethyl acetate, methyl benzoate, ethyl benzoate or diethyl succinate have been evaluated at various temperature ranges.

Application

Diethylene glycol dimethyl ether (diglyme) was used for the immobilization of biological compounds onto gold surface via dextran chemistry. It was employed as solvent for the functionalization of carbon nano fibers, via Diels Alder reaction. It may be used in the preparation of linear poly(glycidol) (PG), via anionic polymerization. It may be used as solvent for the extraction of tattoo colorants and their degradation products from various media by recovery experiments and HPLC-diode array detector technology.

Pictograms

FlameHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - Repr. 1B

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

134.6 °F - closed cup

Flash Point(C)

57 °C - closed cup


Certificates of Analysis (COA)

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Eva Engel et al.
Analytical chemistry, 78(18), 6440-6447 (2006-09-15)
Tattooing is a widespread process of puncturing pigments into skin, whereas the resulting concentration inside the skin remains unknown. Many tattoo colorants are organic pigments, such as azo pigments, manufactured for other uses. To remove tattoos from skin, laser pulses
Donna J Menzies et al.
Journal of the Royal Society, Interface, 9(70), 1008-1019 (2011-10-01)
Plasma-enhanced chemical vapour-deposited films of di(ethylene glycol) dimethyl ether were analysed by a combination of X-ray photoelectron spectroscopy, atomic force microscopy, quartz crystal microbalance with dissipation monitoring (QCM-D), X-ray and neutron reflectometry (NR). The combination of these techniques enabled a
D E Richards et al.
Archives of toxicology, 67(8), 531-537 (1993-01-01)
The metabolism of the reproductive and developmental toxicant bis(2-methoxyethyl)ether (diglyme) was studied in isolated rat hepatocytes and in the intact rat. Male Sprague-Dawley rats (190-220 g) were used in both studies. Hepatocytes, isolated by a two-step in situ collagenase perfusion
Nam Cao Hoai Le et al.
Langmuir : the ACS journal of surfaces and colloids, 27(14), 9043-9051 (2011-06-09)
Poly(methyl methacrylate) (PMMA) flow-cells containing microwells were deposited with different nonspecific binding blocking agents, namely, bovine serum albumin (BSA), cationic lipid (DOTAP:DOPE) and diethylene glycol dimethyl ether (DEGDME). Water contact angle (WCA) and atomic force microscope (AFM) measurements were carried
Martin Schulz-Dobrick et al.
Journal of the American Chemical Society, 127(37), 12816-12817 (2005-09-15)
A new, facile and generally applicable synthesis of functionalized gold nanoparticles is presented. It is based on the surfactant-free generation of weakly stabilized nanoparticles by the reduction of HAuCl4 with sodium naphthalenide in diglyme. These nanoparticles were found to lack

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