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90450

Sigma-Aldrich

Triethylene glycol monomethyl ether

purum, ≥97.0% (GC)

Synonym(s):

Methyltriglycol

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About This Item

Linear Formula:
CH3(OCH2CH2)3OH
CAS Number:
Molecular Weight:
164.20
Beilstein/REAXYS Number:
1700198
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

vapor density

5.66 (vs air)

Quality Level

vapor pressure

<0.01 mmHg ( 20 °C)

description

non-ionic

grade

purum

assay

≥97.0% (GC)

form

liquid

mol wt

164.20 g/mol

refractive index

n20/D 1.439 (lit.)
n20/D 1.439

bp

122 °C/10 mmHg (lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

COCCOCCOCCO

InChI

1S/C7H16O4/c1-9-4-5-11-7-6-10-3-2-8/h8H,2-7H2,1H3

InChI key

JLGLQAWTXXGVEM-UHFFFAOYSA-N

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Application

Triethylene glycol monomethyl ether (TEGME) was used in the following studies:
  • To study the structural and thermosensitive properties of phosphazene derivatives having glycol and amino acids groups.
  • Synthesis of amphiphilic o-phenylene ethylene oligomers.
  • Preparation of pegylated zinc(II) phthalocyanines.
  • Modification of 2-OH positions in cyclodextrin thioethers, which are used for transport of hydrophobic drugs.
  • Functionalizing polymethacrylic acid (PMMA), hence increasing inhibition in crack generation in TEGMA-PMMA compared to unmodified PMMA electrodes.
  • Preparation of difunctionalized ionic liquids (ILs).
  • As terminal groups for cationic dendrons, which was further used to encapsulate an inorganic polyanionic cluster.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves


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Lisa F Becker et al.
Beilstein journal of organic chemistry, 10, 2920-2927 (2015-01-01)
Methyl and ethyl thioether groups were introduced at all primary positions of α-, β-, and γ-cyclodextrin by nucleophilic displacement reactions starting from the corresponding per-(6-deoxy-6-bromo)cyclodextrins. Further modification of all 2-OH positions by etherification with iodo terminated triethylene glycol monomethyl ether
Synthesis and Characterization of amphiphilic -co-Phenylene ethynylene oligomers
<B>Slutsky MM, et al.</B>
New. J. Chem., 32, 670-675 (2008)
Sandra D Hojniak et al.
The journal of physical chemistry. B, 118(26), 7440-7449 (2014-06-05)
Novel difunctionalized ionic liquids (ILs) containing a triethylene glycol monomethyl ether chain and a nitrile group on a pyrrolidinium or imidazolium cation have been synthesized and incorporated into supported ionic liquid membranes (SILMs). These ILs exhibit ca. 2.3 times higher
A Systematic Investigation of Polymer Binder Flexibility on the Electrode Performance of Lithium-Ion Batteries
Yuca N, et al.
ACS Applied Materials & Interfaces, 6(19), 17111-17118 (2014)
Hailong Chen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(33), 11051-11061 (2013-07-03)
A series of cationic dendrons bearing triethylene glycol monomethyl ether terminal groups of different generations have been synthesized and used to encapsulate an inorganic polyanionic cluster [K(12.5)Na(1.5)(NaP5W30O110)] through electrostatic interactions. The resulting dendritic cation-encapsulated polyoxometalate (POM) complexes, cluster-dendrimers, are soluble

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