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682527

Sigma-Aldrich

6-(Ferrocenyl)hexanethiol

Synonym(s):

FHT, 6-(Mercaptohexyl)ferrocene

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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

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’.

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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)
An integrated experimental-theoretical approach to understand the electron transfer mechanism of adsorbed ferrocene-terminated alkanethiol monolayers.
Stragliotto M, et al.
Electrochimica Acta, 265(1-2), 303-315 (2018)
Hui Gu et al.
Biosensors & bioelectronics, 135, 111-119 (2019-04-21)
The detection of Cu2+ ion, one of the metal ions substantial in cerebral physiology, is critical in studying brain activities and understanding brain functions. However, repetitive measurements of Cu2+ in the progress of physiological and pathological events is still challenging
Competitive self-assembly and electrochemistry of some ferrocenyl-n-alkanethiol derivatives on gold.
Creager SE and Rowe GK
Journal of Electroanalytical Chemistry, 370(1-2), 203-211 (1994)

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