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674974 Sigma-Aldrich

6-Mercaptohexanoic acid

90%

Synonym: MHA

  • CAS Number 17689-17-7

  • Empirical Formula (Hill Notation) C6H12O2S

  • Molecular Weight 148.22

  •  MDL number MFCD08705278

  •  PubChem Substance ID 24885247

  •  NACRES NA.23

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Properties

Related Categories Building Blocks, Chemical Synthesis, Functional Thiols, Materials Science, Micro/NanoElectronics,
assay   90%
refractive index   n20/D 1.4846
density   1.0715 g/mL at 25 °C
storage temp.   −20°C
SMILES string   OC(=O)CCCCCS
InChI   1S/C6H12O2S/c7-6(8)4-2-1-3-5-9/h9H,1-5H2,(H,7,8)
InChI key   CMNQZZPAVNBESS-UHFFFAOYSA-N
Gene Information   rat ... Ace(24310)

Description

General description

6-Mercaptohexanoic acid (MHA) forms a self-assembled monolayer (SAM) that is used to cap a variety of materials like gold nanoparticles (AuNPs) and indium phosphide quantum dots (InPQDs). It is majorly used in immobilizing the surface molecules, which enhance the physio-chemical and electrical properties.

Application

MHA can be used in the surface modification of InP quantum nanowires for their potential uage in fluorescent chemical sensors that monitor cyanide ions. MHA may also be covalently bonded with liposomes that can form a SAM on the surface of gold for use as an insect odorant receptor in biosensor based applications.

Used to prepare thiol-functionalized 1.5 nm gold nanoparticles via a ligand exchange process with triphenylphosphine-stabilized nanoparticles. This compound is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized with various amines and alcohols to introduce more complex end groups. Can also be used to control the rate of aggregation of gold colloidal nanoparticles using pH.

Packaging

1 g in glass bottle

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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