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673110

Sigma-Aldrich

Triethylene glycol mono-11-mercaptoundecyl ether

95%

Synonym(s):
(11-Mercaptoundecyl)tri(ethylene glycol)
Linear Formula:
HS(CH2)11(OCH2CH2)3OH
CAS Number:
Molecular Weight:
336.53
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

95%

refractive index

n20/D 1.476

density

0.995 g/mL at 25 °C

storage temp.

−20°C

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

InChI key

FASSFROSROBIBE-UHFFFAOYSA-N

General description

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

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

Packaging

250 mg in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Protein resistance of surfaces modified with oligo (ethylene glycol) aryl diazonium derivatives.
Fairman C, et al.
ChemPhysChem, 14(10), 2183-2189 (2013)
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)
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)
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)
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

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