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Sigma-Aldrich

Biphenyl-4-thiol

97%

Synonym(s):

1,1′-Biphenyl-4-thiol, 4-Biphenylylthiol, 4-Mercaptobiphenyl, 4-Phenylbenzenethiol

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About This Item

Empirical Formula (Hill Notation):
C12H10S
CAS Number:
19813-90-2
Molecular Weight:
186.27
MDL number:
MFCD00460415
UNSPSC Code:
12352103
PubChem Substance ID:
329766270
NACRES:
NA.23

Quality Level

100

Assay

97%

form

solid

mp

108-112 °C

storage temp.

2-8°C

SMILES string

Sc1ccc(cc1)-c2ccccc2

InChI

1S/C12H10S/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H

InChI key

KRVHFFQFZQSNLB-UHFFFAOYSA-N

Related Categories

General description

Biphenyl-4-thiol(BPT) is an alkylthiol that forms a self-assembled monolayer(SAM) which can be used as a spacer chain that enhances the adhesion and frictional forces on a variety of surfaces.

Application

BPT may also be used as a resist in electron lithography to form lubricants for microelectromechanical systems(MEMS). BPT may be used to surface modify gold(Au) which can be potentially used in the formation of freestanding nanosheets.
This material is used to create close-packed monolayers in large-area molecular junctions.† It also finds use as a negative resist material for nanolithography.†

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Freestanding nanosheets from crosslinked biphenyl self-assembled monolayers.
Eck W, et al.
Advanced Materials, 17(21), 2583-2587 (2005)
Giovanni Luca Bartolomeo et al.
Applied spectroscopy, 74(11), 1358-1364 (2020-03-14)
Tip-enhanced Raman spectroscopy (TERS) is a powerful tool for the characterization of surfaces and two-dimensional materials, delivering both topographical and chemical information with nanometer-scale spatial resolution. Atomic force microscopy (AFM)-TERS combines AFM with a Raman spectrometer and is a very
Joong Bum Lee et al.
ACS nano (2020-12-04)
Deterministic positioning and assembly of colloidal nanoparticles (NPs) onto substrates is a core requirement and a promising alternative to top-down lithography to create functional nanostructures and nanodevices with intriguing optical, electrical, and catalytic features. Capillary-assisted particle assembly (CAPA) has emerged
Nanotribological properties and mechanisms of alkylthiol and biphenyl thiol self-assembled monolayers studied by AFM.
Bhushan B and Liu H
Physical Review. B, Condensed Matter and Materials Physics, 63(24), 245412-245412 (2001)
Hyunook Kang et al.
Talanta, 168, 240-245 (2017-04-11)
We report a method of small molecule analysis using a converted graphene-like monolayer (CGM) plate and laser desorption/ionization time-of-flight mass spectrometry (LDI-TOF MS) without organic matrices. The CGM plate was prepared from self-assembled monolayers of biphenyl-4-thiol on gold using electron
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