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673110

Triethylene glycol mono-11-mercaptoundecyl ether

95%

Synonym(s):

(11-Mercaptoundecyl)tri(ethylene glycol)

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About This Item

Linear Formula:
HS(CH2)11(OCH2CH2)3OH
CAS Number:
130727-41-2
Molecular Weight:
336.53
NACRES:
NA.23
PubChem Substance ID:
24885143
UNSPSC Code:
12352103
MDL number:
MFCD08457662

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Product Name

Triethylene glycol mono-11-mercaptoundecyl ether, 95%

InChI key

FASSFROSROBIBE-UHFFFAOYSA-N

SMILES string

OCCOCCOCCOCCCCCCCCCCCS

InChI

1S/C17H36O4S/c18-10-12-20-14-16-21-15-13-19-11-8-6-4-2-1-3-5-7-9-17-22/h18,22H,1-17H2

assay

95%

refractive index

n20/D 1.476

density

0.995 g/mL at 25 °C

storage temp.

−20°C

Quality Level

100

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This Item
8.031278.031288.18382
Triethylene glycol mono-11-mercaptoundecyl ether 95%

Sigma-Aldrich

673110

Triethylene glycol mono-11-mercaptoundecyl ether

Diethylene glycol monoethyl ether for synthesis

Sigma-Aldrich

8.03127

Diethylene glycol monoethyl ether

Diethylene glycol monomethyl ether for synthesis

Sigma-Aldrich

8.03128

Diethylene glycol monomethyl ether

Diethylene glycol mono-n-hexyl ether for synthesis

Sigma-Aldrich

8.18382

Diethylene glycol mono-n-hexyl ether

assay

95%

assay

≥98% (GC)

assay

≥98% (GC)

assay

≥97.0% (GC)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.476

refractive index

-

refractive index

-

refractive index

-

density

0.995 g/mL at 25 °C

density

0.99 g/cm3 at 20 °C

density

1.018-1.022 g/cm3 at 20 °C (DIN 51757)

density

0.93 g/cm3 at 20 °C

storage temp.

−20°C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

2-30°C

Application

Triethylene glycol mono-11-mercaptoundecyl ether can be used in the formation of low cost micro-patterns for biomedical and microelectronics based applications. It can also be used as a SAM for surface immobilization of various molecular species on gold electrodes for biological applications.[1][2][3]
Used in an efficient synthesis of ω-functionalized asymmetric disulfides via the sulfenyl bromide.[4]

General description

Triethylene glycol mono-11-mercaptoundecyl ether is an alkanethiol that forms a self-assembled monolayer (SAM) on a variety of surfaces.[5][6]

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4667
MKBK4365V
MKBK8394V
MKBF2775V
25897LJ

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Janusz Kowalczyk et al.
Langmuir : the ACS journal of surfaces and colloids, 23(5), 2318-2321 (2007-01-26)
Various types of asymmetric disulfides can be synthesized under mild conditions and in excellent yields by a method involving dialkoxylthiophosphoranesulfenyl halide precursors. This straightforward, rapid procedure is used to prepare a series of disulfides bearing neutral, acidic, and basic terminal
Maria E Piroli et al.
Annals of biomedical engineering, 46(6), 888-898 (2018-03-16)
Human stem cells hold significant potential for the treatment of various diseases. However, their use as a therapy is hampered because of limited understanding of the mechanisms by which they respond to environmental stimuli. Efforts to understand extracellular biophysical cues
Optically transparent, amphiphilic networks based on blends of perfluoropolyethers and poly (ethylene glycol).
Hu Z, et al.
Journal of the American Chemical Society, 130(43), 14244-14252 (2008)
Protein resistance of surfaces modified with oligo (ethylene glycol) aryl diazonium derivatives.
Fairman C, et al.
ChemPhysChem, 14(10), 2183-2189 (2013)
Bio-Inspired Silicification on Patterned Surfaces Generated by Microcontact Printing and Layer-by-Layer Self-Assembly.
Yang SH and Choi IS
Chemistry - An Asian Journal, 4(3), 382-385 (2009)
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