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451088

Sigma-Aldrich

6-Mercapto-1-hexanol

97%

Synonym(s):

6-Hydroxy-1-hexanethiol, 6-MCH, 6-Mercaptohexan-1-ol, 6-Mercaptohexanol, MCH

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About This Item

Linear Formula:
HS(CH2)6OH
CAS Number:
Molecular Weight:
134.24
Beilstein:
1846871
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

97%

reaction suitability

reagent type: linker

refractive index

n20/D 1.486 (lit.)

bp

225 °C (lit.)

density

0.981 g/mL at 25 °C (lit.)

functional group

hydroxyl
thiol

SMILES string

SCCCCCCO

InChI

1S/C6H14OS/c7-5-3-1-2-4-6-8/h7-8H,1-6H2

InChI key

UGZAJZLUKVKCBM-UHFFFAOYSA-N

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General description

6-mecapto-1-hexanol (MCH) forms a self-assembled monolayer (SAM) with identically represented C6 spacer. MCH is a tool for surface coating that enables blocking of active sites and non-specific absorption.

Application

MCH is coated on a piezoelectric crystal which can be used for the fabrication of chemical sensor to differentiate between cheese varieties. Self assembled monolayers of MCH can be used on gold surfaces for bio-sensing applications. It can also be used as a monolayer for the surface modification of gold-polyaniline (Au-PANI) nanocomposites for the development of aptamer based biosensors (aptasensors).

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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Dhésmon Lima et al.
Bioelectrochemistry (Amsterdam, Netherlands), 133, 107447-107447 (2020-02-02)
Apolipoprotein E4 (ApoE4) has a key role on the onset and progression of Alzheimer's disease (AD), since it favours the deposition of toxic amyloid-beta (Aβ) aggregates in the brain. These effects might result from the interaction between ApoE4 and specific
Surface-enhanced Raman spectroscopic study of DNA and 6-mercapto-1-hexanol interactions using large area mapping.
Frohling KB, et al.
Vibrational Spectroscopy, 86, 331-336 (2016)
Aptamer-based microcantilever array biosensor for detection of fumonisin B-1.
Chen X, et al.
Royal Society of Chemistry Advances, 5(45), 35448-35452 (2015)
A Microelectrode Array with Reproducible Performance Shows Loss of Consistency Following Functionalization with a Self-Assembled 6-Mercapto-1-hexanol Layer.
Corrigan D, et al.
Sensors, 18(6), 1891-1891 (2018)
Self-assembled monolayers of 6-mercapto-1-hexanol and mercapto-n-hexyl-poly (dT) 18-fluorescein on polycrystalline gold surfaces: An electrochemical impedance spectroscopy study.
Rivera-Gandia J and Cabrera CR
Journal of Electroanalytical Chemistry, 605(2), 145-150 (2007)

Articles

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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