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Merck
CN

32210

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
EC Number:
203-924-4
UNSPSC Code:
12352112
PubChem Substance ID:
Beilstein/REAXYS Number:
1736101
MDL number:
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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)

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

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

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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

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Repr. 1B

supp_hazards

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

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Biocompatible and degradable nanogels via oxidation reactions of synthetic thiomers in inverse miniemulsion.
Groll J, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 47(20), 5543-5549 (2009)
Ilaria Mannelli et al.
Biosensors & bioelectronics, 22(6), 803-809 (2006-04-20)
Two different surface chemistries have been studied for the development of surface plasmon resonance imaging (SPRI) based DNA microarray affinity sensors: (1) 11-mercaptoundecanoic acid-poly(ethylenimine) (MUA-PEI) and (2) dextran procedures. The MUA-PEI method consists of assembling a multilayer on the basis
Densities, refractive indices, speeds of sound, and shear viscosities of diethylene glycol dimethyl ether with ethyl acetate, methyl benzoate, ethyl benzoate, and diethyl succinate in the temperature range from 298.15 to 318.15 K.
Aminabhavi TM, et al.
Journal of Chemical and Engineering Data, 39(2), 251-260 (1994)
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
Qian Cheng et al.
Biomaterials, 30(25), 4203-4210 (2009-05-30)
Polyethylene glycol (PEG)-like films were grafted onto various substrates by plasma polymerization of diethylene glycol dimethyl ether (diglyme). Low-power diglyme plasma conditions yielded PEG-like films exhibiting nonfouling behavior, as evidenced by the significant decrease in protein adsorption and cell attachment

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