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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:
134029-92-8
Molecular Weight:
302.26
MDL number:
MFCD09265168
UNSPSC Code:
12352103
PubChem Substance ID:
24885720
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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Fabian Fool et al.
IEEE transactions on ultrasonics, ferroelectrics, and frequency control, 66(2), 297-308 (2018-12-12)
An ultrasound scan generates a huge amount of data. To form an image, this data has to be transferred to the imaging system. This is an issue for applications where the data transfer capacity is limited such as hand-held systems
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)
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)
Creager, S.E.; Rowe, G.K.
Journal of Electroanalytical Chemistry (Lausanne Switzerland), 370, 203-203 (1994)
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