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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:
5332-52-5
Molecular Weight:
188.37
MDL number:
MFCD00022097
UNSPSC Code:
12352103
PubChem Substance ID:
24873504
NACRES:
NA.23

Quality Level

100

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

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

219.9 °F - closed cup

flash_point_c

104.4 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Plasmonic flow-through biosensor using a polymeric substrate.
Buchenauer A, et al.
Journal of Micromechanics and Microengineering, 24(3), 034001-034001 (2014)
Prostate-specific antigen immunosensing based on mixed self-assembled monolayers, camel antibodies and colloidal gold enhanced sandwich assays.
Huang L, et al.
Biosensors And Bioelectronics, 21(3), 483-490 (2005)
Sulfate ion sensing based on a quartz-crystal microbalance immobilized with barium sulfate crystals grown on a self-assembled monolayer of phosphorylated 11-mercapto-1-undecanol.
Eun H and Umezawa Y
Analytica Chimica Acta, 375(1-2), 155-165 (1998)
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)
Nako Nakatsuka et al.
ACS applied materials & interfaces, 10(28), 23490-23500 (2018-06-01)
Aptamers are chemically synthesized oligonucleotides or peptides with molecular recognition capabilities. We investigated recognition of substrate-tethered small-molecule targets, using neurotransmitters as examples, and fluorescently labeled DNA aptamers. Substrate regions patterned via microfluidic channels with dopamine or   l-tryptophan were selectively recognized
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Self-assembled monolayers (SAMs) have attracted enormous interest for a wide variety of applications in micro- and nano-technology. In this article, we compare the benefits of three different classes of SAM systems (alkylthiolates on gold.

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