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Merck

172405

Tetraethylene glycol dimethyl ether

≥99%, cross-linking reagent click chemistry

Synonym(s):

2,5,8,11,14-Pentaoxapentadecane, Bis[2-(2-methoxyethoxy)ethyl] ether, Dimethoxytetraethylene glycol, Dimethyltetraglycol, Tetraglyme

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About This Item

Linear Formula:
CH3O(CH2CH2O)4CH3
CAS Number:
143-24-8
Molecular Weight:
222.28
NACRES:
NA.23
PubChem Substance ID:
24850399
UNSPSC Code:
12162002
EC Number:
205-594-7
MDL number:
MFCD00008505
Beilstein/REAXYS Number:
1760005

Key Documents

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Product Name

Tetraethylene glycol dimethyl ether, ≥99%

InChI key

ZUHZGEOKBKGPSW-UHFFFAOYSA-N

InChI

1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3

SMILES string

COCCOCCOCCOCCOC

vapor density

7.7 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

assay

≥99%
≥99.0% (GC)

form

liquid

autoignition temp.

510 °F

reaction suitability

reagent type: cross-linking reagent
reaction type: click chemistry

impurities

≤1.0% Water (Karl Fischer)
≤50 ppm Trace peroxide (as H2O2)

refractive index

n20/D 1.432 (lit.)

bp

275-276 °C (lit.)

mp

−30 °C (lit.)

density

1.009 g/mL at 25 °C (lit.)

polymer architecture

shape: linear
functionality: homobifunctional

Quality Level

200

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Application

Tetraglyme coating was applied on glucose sensors, such as Nafion™ by RF to render it “non fouling” and enhancing linking of bio mimetic molecules to the surface. Tetraglyme helps in selective adsorption of proteins while promoting cell adhesion. Other general uses include as an electrolyte in lithium ion battery.

General description

Tetraethylene glycol dimethyl ether or tetraglyme is an organic aprotic colourless solvent with film forming ability.

Legal Information

Nafion is a trademark of The Chemours Company FC, LLC

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

supp_hazards

EUH019

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

276.8 °F - closed cup

flash_point_c

136 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7888V
WXBF7453V
WXBF5779V
WXBF4567V
WXBF3982V

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Yongguang Zhang et al.
Nanoscale research letters, 9(1), 137-137 (2014-03-25)
A novel sulfur/graphene nanosheet (S/GNS) composite was prepared via a simple ball milling of sulfur with commercial multi-layer graphene nanosheet, followed by a heat treatment. High-resolution transmission and scanning electronic microscopy observations showed the formation of irregularly interlaced nanosheet-like structure
Jiri Pinkas et al.
Ultrasonics sonochemistry, 15(3), 257-264 (2007-05-18)
Amorphous nanoscopic iron(III) oxide with interesting magnetic properties was prepared by sonolysis of Fe(acac)(3) under Ar in tetraglyme with a small amount of added water. The organics content and the surface area of the Fe(2)O(3) nanoparticles can be controlled with
M Shen et al.
Journal of biomaterials science. Polymer edition, 12(9), 961-978 (2002-01-15)
Monocytes and macrophages play important roles in host responses to implanted biomedical devices. Monocyte and macrophage interactions with biomaterial surfaces are thought to be mediated by adsorbed adhesive proteins such as fibrinogen and fibronectin. Non-fouling surfaces that minimize protein adsorption
Adam L Sturlaugson et al.
The journal of physical chemistry. B, 114(16), 5350-5358 (2010-04-09)
Optical heterodyne-detected optical Kerr effect (OHD-OKE) experiments and pulsed field-gradient spin-echo NMR (PFGSE-NMR) experiments were performed to measure the rotational and translational diffusion constants of a polyether, tetraethylene glycol dimethyl ether (TEGDE), in binary mixtures with water over concentrations ranging
Mingchao Shen et al.
Journal of biomaterials science. Polymer edition, 13(4), 367-390 (2002-08-06)
Polyethylene oxide (PEO) surfaces reduce non-specific protein and cell interactions with implanted biomaterials and may improve their biocompatibility. PEO-like polymerized tetraglyme surfaces were made by glow discharge plasma deposition onto fluorinated ethylene propylene copolymer (FEP) substrates and were shown to
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