682527
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
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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;
SMILES string
[Fe].[CH]1[CH][CH][CH][CH]1.SCCCCCC[C]2[CH][CH][CH][CH]2
InChI key
YENJERDZPAXYRX-UHFFFAOYSA-N
bp
321-353 °C
Quality Level
Related Categories
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.
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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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)
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.
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)
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
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