Skip to Content
Merck
All Photos(1)

Documents

673110

Sigma-Aldrich

Triethylene glycol mono-11-mercaptoundecyl ether

95%

Synonym(s):

(11-Mercaptoundecyl)tri(ethylene glycol)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Articles

Precise Nanoparticles for Optoelectronics

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

Photopatterning Self-Assembled Monolayers

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service