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172405

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1760005
EC Number:
205-594-7
MDL number:
MFCD00008505
UNSPSC Code:
12162002
PubChem Substance ID:
24850399
NACRES:
NA.23

product name

Tetraethylene glycol dimethyl ether, ≥99%

vapor density

7.7 (vs air)

Quality Level

200

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

SMILES string

COCCOCCOCCOCCOC

InChI

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

InChI key

ZUHZGEOKBKGPSW-UHFFFAOYSA-N

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General description

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

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.

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_germany

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
WXBF4567V
WXBF3982V
WXBF1623V
WXBF1782V
BCCJ8276

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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
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
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
Emily E Fenn et al.
Journal of the American Chemical Society, 131(15), 5530-5539 (2009-03-28)
Poly(ethylene) oxide (PEO) is a technologically important polymer with a wide range of applications including ion-exchange membranes, protein crystallization, and medical devices. PEO's versatility arises from its special interactions with water. Water molecules may form hydrogen-bond bridges between the ether
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
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