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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:
12352103
PubChem Substance ID:
329762474
NACRES:
NA.23

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

Signal Word

Warning

Hazard Statements

H302,H319,H410

Hazard Classifications

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

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)

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)
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
Photocatalytic activity and fluorescence of gold/zinc oxide nanoparticles formed by dithiol linking.
Unlu I, et al.
Langmuir, 31(31), 8718-8725 (2015)
Synthesis and optical properties of dithiol-linked ZnO/gold nanoparticle composites.
Im J, et al.
The Journal of Physical Chemistry C, 115(21), 10518-10523 (2011)
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Articles

Photopatterning Self-Assembled Monolayers

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

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