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Sigma-Aldrich

p-Terphenyl-4,4′′-dithiol

95%

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Synonym(s):
1,4-Bis(4-mercaptophenyl)benzene, TPDT
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

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

Signal Word

Warning

Hazard Statements

H302,H319,H410

Hazard Classifications

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

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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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)
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
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)
Photocatalytic activity and fluorescence of gold/zinc oxide nanoparticles formed by dithiol linking.
Unlu I, et al.
Langmuir, 31(31), 8718-8725 (2015)
Simultaneous probing of nanocrystal (NC)-ligand interaction-induced charge transfer/transport properties at the electron donor (lead selenide NC)/acceptor (zinc oxide) functional interface.
Park B, et al.
Physica B: Condensed Matter, 553(31), 40-46 (2019)
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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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