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Merck
CN

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
Rajeev S Assary et al.
ChemSusChem, 6(1), 51-55 (2012-12-05)
Crosstown traffic: Further development of Li-O(2) batteries may eventually lead to their use in transportation applications. One problem that needs to be addressed is electrolyte decomposition, which has been partially mitigated by using ether- rather than carbonate-based solvents. The influence
Malinda Salim et al.
Electrophoresis, 30(11), 1877-1887 (2009-06-12)
This paper presents a study of EOF properties of plasma-polymerized microchannel surfaces and the effects of protein (fibrinogen and lysozyme) adsorption on the EOF behavior of the surface-modified microchannels. Three plasma polymer surfaces, i.e. tetraglyme, acrylic acid and allylamine, are
Gautam Mishra et al.
Langmuir : the ACS journal of surfaces and colloids, 26(5), 3720-3730 (2009-12-03)
Physical and photolithographic techniques are commonly used to create chemical patterns for a range of technologies including cell culture studies, bioarrays and other biomedical applications. In this paper, we describe the fabrication of chemical micropatterns from commonly used plasma polymers.
Lan Cao et al.
Journal of biomedical materials research. Part A, 81(4), 827-837 (2007-01-20)
The ability of tetraethylene glycol dimethyl ether (tetraglyme) plasma deposited coatings exhibiting ultralow fibrinogen adsorption to reduce blood activation was studied with six in vitro methods, namely fibrinogen and von Willebrand's factor adsorption, total protein adsorption, clotting time in recalcified
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