All Photos(1)
Synonym(s):
1,7-Dicarba-closo-dodecaborane-1-yl-thiol, 1,7-Dicarbadodecaborane(12)-1-thiol, 1-Mercapto-m-carborane
Empirical Formula (Hill Notation):
C2H12B10S
CAS Number:
Molecular Weight:
176.29
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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Assay
96%
form
solid
mp
195-209 °C
SMILES string
SC12BBBBBBBBBC1B2
InChI
1S/C2H12B10S/c13-2-1(3-2)4-6-8-10-12-11-9-7-5-2/h1,3-13H
InChI key
IKKUVNFZJOSSLF-UHFFFAOYSA-N
General description
m-Carborane-1-thiol (M1) is a boron cluster compound that is also known as icosahedral carborane thiol. It forms a self-assembled monolayer (SAM) by attaching the thiol groups with surface atoms. This SAM forms a two dimensional matrix on the metal surface that enables the tuning of surface properties such as a work function, and wettability.
Application
M1 forms a mixed SAM with m-carborane-9-thiol (M9), which is used to tune the work function of gold and silver surfaces for the fabrication of organic light emitting diodes (OLEDs).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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?Carboranyl-cysteine??Synthesis, Structure and Self-Assembly Behavior of a Novel alpha-Amino Acid.
He T, et al.
Scientific Reports, 7(1), 16995-16995 (2017)
A coordination chemistry dichotomy for icosahedral carborane-based ligands.
Spokoyny AM, et al.
Nature Chemistry, 3(8), 590-590 (2011)
Mixed carboranethiol self-assembled monolayers on gold surfaces.
Yavuz A, et al.
Applied Surface Science, 413(1), 233-241 (2017)
Benjamin Foerster et al.
Science advances, 5(3), eaav0704-eaav0704 (2019-03-28)
The chemical nature of surface adsorbates affects the localized surface plasmon resonance of metal nanoparticles. However, classical electromagnetic simulations are blind to this effect, whereas experiments are typically plagued by ensemble averaging that also includes size and shape variations. In
Kai Kristiansen et al.
ACS nano, 8(10), 10870-10877 (2014-10-08)
Strong and particularly long ranged (>100 nm) interaction forces between apposing hydrophobic lipid monolayers are now well understood in terms of a partial turnover of mobile lipid patches, giving rise to a correlated long-range electrostatic attraction. Here we describe similarly
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