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717223

Sigma-Aldrich

11-(1H-pyrrol-1-yl)undecane-1-thiol

96%

Synonym(s):

PUT, 1H-Pyrrole-1-undecanethiol

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About This Item

Empirical Formula (Hill Notation):
C15H27NS
CAS Number:
Molecular Weight:
253.45
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

96%

form

liquid

refractive index

n20/D 1.506

density

0.928 g/mL at 25 °C

SMILES string

SCCCCCCCCCCCn1cccc1

InChI

1S/C15H27NS/c17-15-11-7-5-3-1-2-4-6-8-12-16-13-9-10-14-16/h9-10,13-14,17H,1-8,11-12,15H2

InChI key

JJDNIFVXOIKYCT-UHFFFAOYSA-N

General description

11-(1H-pyrrol-1-yl)undecane-1-thiol (PUT) is a derivative of pyrrole that forms a self-assembled monolayer (SAM) with terminal pyrrol groups. The pyrrol groups facilitate the formation of a conductive monolayer on a variety of surfaces.

Application

PUT can be used as a SAM on the gold surface that may be utilized in micro-contact printing technique.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup


Certificates of Analysis (COA)

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A polypyrrole/polymethylene pattern on gold using a micro-contact printing technique.
Grace AN and Pandian K
Journal of Solid State Electrochemistry, 7(5), 296-300 (2003)
Kristel Panksep et al.
Toxins, 12(4) (2020-04-01)
Global warming, paired with eutrophication processes, is shifting phytoplankton communities towards the dominance of bloom-forming and potentially toxic cyanobacteria. The ecosystems of shallow lakes are especially vulnerable to these changes. Traditional monitoring via microscopy is not able to quantify the
Lisa B Weiss et al.
The journal of physical chemistry. B, 122(22), 5940-5950 (2018-05-16)
We have used nonequilibrium molecular dynamics to simulate the flow of water molecules around a charged nanoparticle described at the atomic scale. These nonequilibrium simulations allowed us to compute the friction coefficient of the nanoparticle and then to deduce its
Thiol-Michael coupling and ring-opening metathesis polymerization: facile access to functional exo-7-oxanorbornene dendron macromonomers.
Liu M, et al.
Polymer International, 63(7), 1174-1183 (2014)
Selective growth of polypyrrole on omega-pyrrolyl undecanethiol monolayer-patterned gold surface using microcontact printing technique.
Grace AN and Pandian K
Current Science, 63(7), 374-378 (2003)

Articles

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

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