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Sigma-Aldrich

6-(Ferrocenyl)hexanethiol

Synonym(s):

FHT, 6-(Mercaptohexyl)ferrocene

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250 MG
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250 MG
$343.00

About This Item

Empirical Formula (Hill Notation):
C16H22FeS
CAS Number:
Molecular Weight:
302.26
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

$343.00


Available to ship onMay 01, 2025Details


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bp

321-353 °C

Quality Level

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.SCCCCCC[C]2[CH][CH][CH][CH]2

InChI

1S/C11H17S.C5H5.Fe/c12-10-6-2-1-3-7-11-8-4-5-9-11;1-2-4-5-3-1;/h4-5,8-9,12H,1-3,6-7,10H2;1-5H;

InChI key

YENJERDZPAXYRX-UHFFFAOYSA-N

General description

6-(Ferrocenyl)hexanethiol (FHT) is a ferrocenyl alkanethiol that forms a self-assembled monolayer (SAM) where ferrocenyl linkages can facilitate the electron exchange between the coating and the substrate.[1]

Application

FHT can be used as a SAM on gold substrates to act as an electron transport medium which can be potentially used in bio-electrochemical devices.[2] FHT may also be used to functionalize graphene coated gold surfaces by forming gold-thiol linkages which can be used as electron transfer mediators.[3]
Monolayers of this material are easy to fabricate and provide a stable and reproducible system and are used to detect molecular interactions.[4]

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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

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Paul D Beer et al.
Chemical communications (Cambridge, England), (16), 1716-1717 (2002-08-29)
Surface pre-organisation within robust amidoferrocene self-assembled monolayers can be exploited in the selective electrochemical sensing of anions in both organic and aqueous media.
Creager, S.E.; Rowe, G.K.
Journal of Electroanalytical Chemistry (Lausanne Switzerland), 370, 203-203 (1994)
Damian J Matuszewski et al.
PloS one, 12(11), e0188496-e0188496 (2017-12-01)
The choice of an optimal feature detector-descriptor combination for image matching often depends on the application and the image type. In this paper, we propose the Log-Polar Magnitude feature descriptor-a rotation, scale, and illumination invariant descriptor that achieves comparable performance
Kinetic modulation of outer-sphere electron transfer reactions on graphene electrode with a sub-surface metal substrate.
Hui J, et al.
Electrochimica Acta, 211(1-2), 1016-1023 (2016)
Rebecca L Stiles et al.
Journal of the American Chemical Society, 130(6), 1856-1865 (2008-01-18)
Au nanoparticles fully coated with omega-ferrocenyl hexanethiolate ligands, with average composition Au225(omega-ferrocenyl hexanethiolate)43, exhibit a unique combination of adsorption properties on Pt electrodes. The adsorbed layer is so robust that electrodes bearing submonolayer, monolayer, and multilayer quantities of these nanoparticles

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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