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686506

Sigma-Aldrich

m-Carborane-9-thiol

97%

Synonym(s):

1,7-Dicarba-closo-dodecaborane-9-yl-thiol, 9-Mercapto-1,7-dicarbadodecaborane (12)

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About This Item

Empirical Formula (Hill Notation):
C2H12B10S
CAS Number:
64493-44-3
Molecular Weight:
176.29
MDL number:
MFCD09842759
UNSPSC Code:
12352103
PubChem Substance ID:
329761053
NACRES:
NA.23

assay

97%

form

solid

mp

181-185 °C

SMILES string

SB1BB[C@H]2BBBBB[C@@H](B1)B2

InChI

1S/C2H12B10S/c13-12-7-2-3-1(6-11-12)4-8-10-9-5-2/h1-11,13H/t1-,2+/m1/s1

InChI key

LJIJIIVFZSYPTF-NCGGTJAESA-N

General description

m-Carborane-9-thiol is a carboranethiol that is used in the formation of self-assembled monolayers (SAMs) on a variety of surfaces.[1]

Application

m-Carborane-9-thiol forms a SAM to tune the work function of gold and silver for potential applications in organic light emitting diodes (OLEDs). It can also be used in the synthesis of metal organic chalcogenides (MOC).[1][2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000305743
01705HH

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Sterically controlled mechanochemistry under hydrostatic pressure
Yan H, et al.
Nature, 554(7693), 505-505 (2018)
Interface control in organic electronics using mixed monolayers of carboranethiol isomers
Kim J, et al.
Nano Letters, 14(5), 2946-2951 (2014)
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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