Skip to Content
Merck
All Photos(1)

Documents

682527

Sigma-Aldrich

6-(Ferrocenyl)hexanethiol

Synonym(s):

FHT, 6-(Mercaptohexyl)ferrocene

Sign Into View Organizational & Contract Pricing


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

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.

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. FHT may also be used to functionalize graphene coated gold surfaces by forming gold-thiol linkages which can be used as electron transfer mediators.
Monolayers of this material are easy to fabricate and provide a stable and reproducible system and are used to detect molecular interactions.

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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

Articles

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

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.

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

See All

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service