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673110

Sigma-Aldrich

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
MDL number:
MFCD08457662
UNSPSC Code:
12352103
PubChem Substance ID:
24885143
NACRES:
NA.23

Quality Level

100

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

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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

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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
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)
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