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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

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

Certificates of Analysis (COA)

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Michael Riskin et al.
Journal of the American Chemical Society, 128(4), 1253-1260 (2006-01-26)
The electroswitchable and the biocatalytic/electrochemical switchable interfacial properties of a Ag(+)-biphenyldithiol (BPDT) monolayer associated with a Au surface are described. Upon the application of a potential corresponding to -0.2 V the Ag(+)-BPDT is reduced to the Ag(0)-BPDT interface, and silver
Niels W L Van Steenkiste et al.
Science advances, 5(7), eaaw4337-eaaw4337 (2019-07-23)
To date, sea slugs have been considered the only animals known to sequester functional algal plastids into their own cells, via a process called "kleptoplasty." We report here, however, that endosymbionts in the marine flatworms Baicalellia solaris and Pogaina paranygulgus
Sang-Won Lee et al.
BMC genomics, 12, 197-197 (2011-04-20)
Infectious laryngotracheitis virus (ILTV) is an alphaherpesvirus that causes acute respiratory disease in chickens worldwide. To date, only one complete genomic sequence of ILTV has been reported. This sequence was generated by concatenating partial sequences from six different ILTV strains.
M E P Passos et al.
Lipids in health and disease, 15(1), 217-217 (2016-12-15)
Palmitoleic acid (PA) is a n-7 monounsaturated fatty acid (MUFA) secreted by adipose tissue and related to decreased insulin resistance in peripheral tissues. Evidences have been shown that PA also decreased proinflammatory cytokine expression in cultured macrophages. Although studies have
Polyarylene-alkylene Sulfides1.
Marvel CS and Caesar PD
Journal of the American Chemical Society, 73(3), 1097-1099 (1951)
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