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673099

Sigma-Aldrich

Biphenyl-4,4′-dithiol

95%

Synonym(s):

4,4′-Dimercaptobiphenyl, BDT, BPDT

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About This Item

Linear Formula:
HSC6H4C6H4SH
CAS Number:
6954-27-4
Molecular Weight:
218.34
EC Number:
230-136-8
MDL number:
MFCD00046826
UNSPSC Code:
12352103
PubChem Substance ID:
24885141
NACRES:
NA.23

Quality Level

100

Assay

95%

form

solid

mp

165-174 °C

storage temp.

−20°C

SMILES string

Sc1ccc(cc1)-c2ccc(S)cc2

InChI

1S/C12H10S2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8,13-14H

InChI key

VRPKUXAKHIINGG-UHFFFAOYSA-N

General description

Biphenyl-4,4′-dithiol (BPDT) is an aryl dithiol that is prepared by taking a mixture of stannous chloride dihydrate and glacial acetic acid with anhydrous hydrogen chloride. It forms a self-assembled monolayer on a variety of surfaces by attaching one thiol group to the surface while the other can create nucleation sites for other functional groups.

Application

BPDT can be used to functionalize iron nanoparticles (NPs) with the gold shell (Fe−Au) on polyethylene substrate. It can also be coated on the p-doped gallium arsenic (GaAs) substrate for a variety of semiconductor applications.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS6468
MKCH8440
MKBW3801V
MKBR2852V
MKBC4946

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Electrochemical, HR-XPS and SERS study of the self-assembly of biphenyl 4, 4′ -dithiol on Au (111) from solution phase.
Euti EM, et al.
Surface Science, 630(3), 101-108 (2014)
Vinicius Coneglian Santos et al.
PloS one, 11(12), e0166687-e0166687 (2016-12-03)
The fatigue induced by marathon races was observed in terms of inflammatory and immunological outcomes. Neutrophil survival and activation are essential for inflammation resolution and contributes directly to the pathogenesis of many infectious and inflammatory conditions. The aim of this
Brief Review of Surface Passivation on III-V Semiconductor.
Zhou L, et al.
Crystals, 8(5), 226-226 (2018)
Miriam Moreno-Moreno et al.
Nano letters, 19(8), 5459-5468 (2019-08-02)
We introduce scanning-probe-assisted nanowire circuitry (SPANC) as a new method to fabricate electrodes for the characterization of electrical transport properties at the nanoscale. SPANC uses an atomic force microscope (AFM) to manipulate nanowires to create complex and highly conductive nanostructures
Jie Liu et al.
Journal of hematology & oncology, 14(1), 21-21 (2021-01-31)
B7-H3, an immune-checkpoint molecule and a transmembrane protein, is overexpressed in non-small cell lung cancer (NSCLC), making it an attractive therapeutic target. Here, we aimed to systematically evaluate the value of B7-H3 as a target in NSCLC via T cells
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