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Merck
CN

682527

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
NACRES:
NA.23
PubChem Substance ID:
24885720
UNSPSC Code:
12352103
MDL number:
MFCD09265168

Key Documents

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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

100

Related Categories

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

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
0000461025
0000461025
0000442755
0000442755
0000252069

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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
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
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
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