695572
m-Carborane-1-thiol
96%
Synonym(s):
1,7-Dicarba-closo-dodecaborane-1-yl-thiol, 1,7-Dicarbadodecaborane(12)-1-thiol, 1-Mercapto-m-carborane
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About This Item
Empirical Formula (Hill Notation):
C2H12B10S
CAS Number:
Molecular Weight:
176.29
UNSPSC Code:
12352103
PubChem Substance ID:
MDL number:
InChI
1S/C2H12B10S/c13-2-1(3-2)4-6-8-10-12-11-9-7-5-2/h1,3-13H
SMILES string
SC12BBBBBBBBBC1B2
InChI key
IKKUVNFZJOSSLF-UHFFFAOYSA-N
assay
96%
form
solid
mp
195-209 °C
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).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Mixed carboranethiol self-assembled monolayers on gold surfaces.
Yavuz A, et al.
Applied Surface Science, 413(1), 233-241 (2017)
A coordination chemistry dichotomy for icosahedral carborane-based ligands.
Spokoyny AM, et al.
Nature Chemistry, 3(8), 590-590 (2011)
?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)
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
Synthesis and properties of substituted icosahedral carborane thiols.
Plesek J and Stanislav H
Collection of Czechoslovak Chemical Communications, 46(3), 687-692 (1981)
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