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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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250 G
$65.60
1 KG
$182.00

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250 G
$65.60
1 KG
$182.00

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

$65.60

Available to ship onMay 01, 2025Details

Request a Bulk Order

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.[1] Other general uses include as an electrolyte in lithium ion battery.[2]

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
WXBF5779V
WXBF4567V
WXBF3982V
WXBF1623V
WXBF1782V

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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
Thelma I Valdes et al.
Biomaterials, 29(10), 1356-1366 (2007-12-25)
Nafion is the membrane material preferred for in situ glucose sensors. Unfortunately, surface properties of Nafion promote random protein adsorption and eventual foreign body encapsulation thus leading to loss of glucose signal over time. Here we detail surface modifications made
Claire R Hurley et al.
Langmuir : the ACS journal of surfaces and colloids, 26(12), 10203-10209 (2010-03-25)
Plasma-polymerized tetraglyme films (PP4G) have been modified by exposure to ultraviolet (UV) light from a frequency-doubled argon ion laser (244 nm) and characterized using X-ray photoelectron spectroscopy (XPS) and atomic force microscopy (AFM). XPS data indicated that the ether component
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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