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675075 Sigma-Aldrich

8-Mercaptooctanoic acid

95%

Synonym: 8-Thiooctanoic acid, MOA

  • CAS Number 74328-61-3

  • Empirical Formula (Hill Notation) C8H16O2S

  • Molecular Weight 176.28

  •  MDL number MFCD08705279

  •  PubChem Substance ID 24885256

  •  NACRES NA.23

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Properties

Related Categories Building Blocks, Chemical Synthesis, Functional Thiols, Materials Science, Micro/NanoElectronics,
assay   95%
refractive index   n20/D 1.4808
density   1.0326 g/mL at 25 °C
storage temp.   −20°C
SMILES string   OC(=O)CCCCCCCS
InChI   1S/C8H16O2S/c9-8(10)6-4-2-1-3-5-7-11/h11H,1-7H2,(H,9,10)
InChI key   FYEMIKRWWMYBFG-UHFFFAOYSA-N

Description

General description

8-Mercaptooctanoic acid (MOA) is an carboxylic acid terminated alkanethiol that forms self-assembled monolayers (SAMs) that facilitate subsequent surface immobilization of other molecular species.

8-mercaptooctanoic acid (MOA) forms a self-assembled monolayer (SAM) on the surface of nanoparticles. MOA consists of thiol and carboxylic groups which helps in the surface treatment of different nanoparticles.

Application

MOA is a used as a SAM for surface modification of gold electrodes for quartz crystal microbalance (QCMB) measurement. It may be used as a monolayer that facilitates ferritin absorption on gold electrodes for uptake of excess iron in the cell. It may also be used for preparation of nitric oxide based gold nanoparticles (NO-AuNPs) for macrophage photo-thermal therapy under NIR irradiation.

MOA may form SAM that can be used in the surface modification of gold electrodes which are useful for the study of surface characteristics of ferritin. It may also be used to form SAM with hydrophilic end groups to be used as a protective coating on the electrodes for efficient electron transport in semiconductor devices.

This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized to introduce more complex end groups. Can also be used to form a protective barrier monolayer to allow deposition of a passivating oxide layer.

Packaging

1 g in glass bottle

Other Notes

This product should be stored in the freezer, 0 to -20 °C

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
RIDADR 
UN 3334
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Micro and Nanometer Scale Photopatterning of Self-Assembled Monolayers

Graham J. Leggett* Department of Chemistry, University of Sheffield, Brook Hill, Sheffield S3 7HF, United Kingdom *Email: Graham.Leggett@shef.ac.uk
Keywords: Absorption, Adsorption, Degradations, Deposition, Microscopy, Optical microscopy, Oxidations, Polymerization reactions, Semiconductor, Spectroscopy

Precise Nanoparticles for Optoelectronics Applications

Inorganic nanomaterials are tunable by size, shape, structure, and/or composition. Advances in the synthesis of well-defined nanomaterials have enabled control over their unique optical, electronic, ...
Benny Pacheco, Scott Kordyban
Material Matters Volume 7 Number 1
Keywords: Absorption, Bacterial conjugations, Deposition, Immobilization, Infrared spectroscopy, Materials Science, Microscopy, Nanomaterials, Scanning electron microscopy, Semiconductor, Sonication

Peer-Reviewed Papers
15

References

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