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510467

Sigma-Aldrich

1-Undecanethiol

98%

Synonym(s):

1-UDT, 11-Mercapto-1-undecanol, Undecyl Mercaptan

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About This Item

Linear Formula:
CH3(CH2)10SH
CAS Number:
Molecular Weight:
188.37
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

refractive index

n20/D 1.459 (lit.)

bp

103-104 °C/3 mmHg (lit.)

density

0.841 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCS

InChI

1S/C11H24S/c1-2-3-4-5-6-7-8-9-10-11-12/h12H,2-11H2,1H3

InChI key

CCIDWXHLGNEQSL-UHFFFAOYSA-N

General description

1-Undecanethiol (UDT) is an alkanethiol that forms a self-assembled monolayer (SAM) on a variety of surfaces. It immobilizes the surface atoms and enhances the absorption of proteins. It can be synthesized by reacting bromo-1-undecanol and thiourea and subsequent purification using ethyl acetate.

Application

UDT can be used to functionalize polycarbonate filter membrane for immunological experiments which can further be used in the fabrication of plasmonic flow through biosensor based applications. SAM of UDT can be used in the colloidal gold enhanced immunoassay. It may be used to form SAM on quartz crystal microbalance (QCM) gold electrodes which can be used as adhesive intermediate layers.
Used to form hydrophilic SAMs and in mixed SAMs as spacers to provide a hydrophilic background. Also can be used to reduce non-specific protein adsorption.

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

219.9 °F - closed cup

Flash Point(C)

104.4 °C - closed cup

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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Permeability of alkanethiol self-assembled monolayers adsorbed on copper electrodes to molecular oxygen dissolved in 0.5 M Na2SO4 solution.
Ishibashi M, et al.
Electrochimica Acta, 41(2), 241-248 (1996)
Chong-You Chen et al.
Beilstein journal of nanotechnology, 9, 311-320 (2018-02-15)
The creation of bioactive substrates requires an appropriate interface molecular environment control and adequate biological species recognition with minimum nonspecific attachment. Herein, a straightforward approach utilizing chemical lift-off lithography to create a diluted self-assembled monolayer matrix for anchoring diverse biological
Jieun Lee et al.
Sensors (Basel, Switzerland), 15(12), 30683-30692 (2015-12-23)
Chemical force microscopy analyzes the interactions between various chemical/biochemical moieties in situ. In this work we examined force-distance curves and lateral force to measure the interaction between modified AFM tips and differently functionalized molecular monolayers. Especially for the measurements in
Kanwal M Iqbal et al.
Microorganisms, 8(2) (2020-01-26)
The persistence of bacterial pathogens within environmental matrices plays an important role in the epidemiology of diseases, as well as impacts biosurveillance strategies. However, the adaptation potentials, mechanisms for survival, and ecological interactions of pathogenic bacteria such as Yersinia pestis
Plasmonic flow-through biosensor using a polymeric substrate.
Buchenauer A, et al.
Journal of Micromechanics and Microengineering, 24(3), 034001-034001 (2014)

Articles

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

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

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

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

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