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Sigma-Aldrich

11-Amino-1-undecanethiol hydrochloride

97%

Synonym(s):

AUT, 11-Aminoundecanethiol hydrochloride, 11-Mercaptoundecylamine, MUAM

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About This Item

Linear Formula:
HSCH2(CH2)9CH2NH2 · HCl
CAS Number:
Molecular Weight:
239.85
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

form

solid

mp

120-170 °C

storage temp.

2-8°C

SMILES string

Cl[H].NCCCCCCCCCCCS

InChI

1S/C11H25NS.ClH/c12-10-8-6-4-2-1-3-5-7-9-11-13;/h13H,1-12H2;1H

InChI key

LOQACAFAHHWTBJ-UHFFFAOYSA-N

General description

11-Amino-1-undecanethiol hydrochloride (AUT) is an alkanethiol with an 11-fold molecule which forms a self-assembled monolayer (SAM) between the amino groups and surface of the nanoparticles.

Application

AUT was used on Ti and Au substrates to create a bifunctional membrane which can detect and block high transmitting norovirus in aqueous environments. It can form SAMs on dielectric modified field effect transistors (DMFETs) which are used to arrange the bio-molecular system in the nanogaps to detect protein-ligand binding for biosensing applications. AUT may also be used as a linker that improves the electronic coupling by binding the quantum dots (QDs) and fullerene heterodimers (FMH).
It can also be self-assembled onto gold electrodes for a study on the effect of terminal groups on the redox responses of ferrocene derivatives using the voltammetric method.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Dual functional membrane capable of both visual sensing and blocking of waterborne virus.
Lee B, et al.
Journal of Membrane Science , 549(14), 680-685 (2018)
Thomas Belser et al.
Journal of the American Chemical Society, 127(24), 8720-8731 (2005-06-16)
Chiral rhodium-diphosphine complexes have been incorporated into self-assembled thiolate monolayers (SAMs) on gold colloids. Catalysts of this type are of interest because they combine properties of homogeneous and heterogeneous systems. In addition, it should be possible to influence the catalytic
Anneli Joplin et al.
ACS nano, 11(12), 12346-12357 (2017-11-21)
Bimetallic nanocatalysts have the potential to surmount current limitations in industrial catalysis if their electronic and optical properties can be effectively controlled. However, improving the performance of bimetallic photocatalysts requires a functional understanding of how the intricacies of their morphology
A dielectric-modulated field-effect transistor for biosensing.
Im H, et al.
Nature Nanotechnology, 2(7), 430-430 (2007)
Murali Krishna Ghatkesar et al.
PloS one, 3(11), e3610-e3610 (2008-11-04)
Molecular interaction is a key concept in our understanding of the biological mechanisms of life. Two physical properties change when one molecular partner binds to another. Firstly, the masses combine and secondly, the structure of at least one binding partner

Articles

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

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

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