All Photos(2)

752207

Sigma-Aldrich

Biphenyl-4-thiol

97%

Synonym(s):
1,1′-Biphenyl-4-thiol, 4-Phenylbenzenethiol, 4-Mercaptobiphenyl, 4-Biphenylylthiol
Empirical Formula (Hill Notation):
C12H10S
CAS Number:
Molecular Weight:
186.27
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

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

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

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.†
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.

Packaging

1 g in glass bottle

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Angelos Xomalis et al.
ACS nano, 14(8), 10562-10568 (2020-07-21)
Plasmonic nanoconstructs are widely exploited to confine light for applications ranging from quantum emitters to medical imaging and biosensing. However, accessing extreme near-field confinement using the surfaces of metallic nanoparticles often induces permanent structural changes from light, even at low...
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...
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...
Kronemeijer; A. J.; Huisman; E. H.; Akkerman; H. B.; et al
Applied Physics Letters, 97, 173302/1-173302/3 (2010)

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