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Triethylene glycol mono-11-mercaptoundecyl ether

Name: Triethylene glycol mono-11-mercaptoundecyl ether
Brand: ALDRICH

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

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’.

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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)

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)

Matrix Stiffness Modulates Mesenchymal Stem Cell Sensitivity to Geometric Asymmetry Signals.

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

Versatile and efficient synthesis of omega-functionalized asymmetric disulfides via sulfenyl bromide adducts.

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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