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682527

Sigma-Aldrich

6-(Ferrocenyl)hexanethiol

Synonym(s):

FHT, 6-(Mercaptohexyl)ferrocene

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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 onApril 17, 2025Details


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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.[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)
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)
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

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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