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Merck
CN

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:
Molecular Weight:
336.53
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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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

General description

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

Application

Used in an efficient synthesis of ω-functionalized asymmetric disulfides via the sulfenyl bromide.
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.

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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Label-free detection of viruses on a polymeric surface using liquid crystals.
Han G, et al.
Colloids and Surfaces. B, Biointerfaces, 116(10), 147-152 (2014)
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)
Highly sensitive detection of pathogen Escherichia coli O157: H7 by electrochemical impedance spectroscopy.
Dos S, et al.
Biosensors And Bioelectronics, 45(3), 174-180 (2013)

Articles

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Recent research highlights tunable properties of inorganic nanoparticles, driving interest in optoelectronics.

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