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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:
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)

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

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Supplementary Hazards

EUH019

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
Luisa Mayorga Szott et al.
Journal of biomedical materials research. Part A, 96(1), 150-161 (2010-11-26)
Nonspecific protein adsorption, particularly fibrinogen (Fg), is thought to be an initiating step in the foreign body response (FBR) to biomaterials by promoting phagocyte attachment. In previous studies, we therefore prepared radiofrequency glow discharge (ethylene oxide)-like tetraglyme (CH(3)O(CH(2)CH(2)O)(4)CH(3)) coatings adsorbing
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