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704709

Sigma-Aldrich

p-Terphenyl-4,4′′-dithiol

95%

Synonym(s):

1,4-Bis(4-mercaptophenyl)benzene, TPDT

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About This Item

Linear Formula:
HSC6H4C6H4C6H4SH
CAS Number:
174706-21-9
Molecular Weight:
294.43
MDL number:
MFCD15144761
UNSPSC Code:
12352300
PubChem Substance ID:
329762474
NACRES:
NA.23

Quality Level

100

assay

95%

form

solid

mp

294-299 °C

storage temp.

−20°C

SMILES string

Sc1ccc(cc1)-c2ccc(cc2)-c3ccc(S)cc3

InChI

1S/C18H14S2/c19-17-9-5-15(6-10-17)13-1-2-14(4-3-13)16-7-11-18(20)12-8-16/h1-12,19-20H

InChI key

HSAKNFPXLQYFIJ-UHFFFAOYSA-N

Related Categories

General description

p-Terphenyl-4,4″ -dithiol (TPDT) is an alkanethiol that forms a self-assembled monolayer (SAM) on a variety of substrates. It can be used to form a dithiol ligand that functionalizes and modifies the properties of surfaces.

Application

TPDT forms a SAM on gold nanoparticle by immobilizing the surface atoms, which can be used in opto-electronic and other energy based applications.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Raman Spectroscopy of Biphenyl-4, 4′-dithiol and p-Terphenyl-4, 4″ -dithiol on Gold Surfaces.
Ganbold E and Joo S
Bull. Korean Chem. Soc., 36(3), 887-890 (2015)
Photocatalytic activity and fluorescence of gold/zinc oxide nanoparticles formed by dithiol linking.
Unlu I, et al.
Langmuir, 31(31), 8718-8725 (2015)
Transition metal-free graphene framework based on disulfide bridges as a Li host material.
Yoo YG, et al.
Energy Storage Materials, 14(31), 238-245 (2018)
Roya Afsharipour et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 238, 118427-118427 (2020-05-11)
Molecularly imprinted polymer (MIP) was synthesized through the coprecipitation method on the graphene oxide anchored pencil lead as a substrate for the first time and applied as an efficient sorbent for pseudo stir bar sorptive extraction of nabumetone. The extracted
Shanmugam Manivannan et al.
Langmuir : the ACS journal of surfaces and colloids, 32(7), 1890-1898 (2016-01-26)
Herein, we report a facile synthetic strategy for the in situ growth of Prussian blue nanostructures (PB NSs) at the amine-functionalized silicate sol-gel matrix (TPDT)-RGO composite via the electrostatic interaction. Subsequently, Pt nanostructures are electrodeposited onto the preformed ITO/TPDT-RGO-PB electrode

Articles

Micro and Nanometer Scale Photopatterning of Self-Assembled Monolayers

Self-assembled monolayers (SAMs) have attracted enormous interest for a wide variety of applications in micro- and nano-technology. In this article, we compare the benefits of three different classes of SAM systems (alkylthiolates on gold.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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