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Merck
CN

147273

1,4-Benzenedimethanethiol

98%

Synonym(s):

α,α′-Dimercapto-p-xylene, α,α′-p-Xylenedithiol, 1,4-Benzenebis(methanethiol), 1,4-Bis(mercaptomethyl)benzene, 1,4-Xylylenedithiol, [4-(Sulfanylmethyl)phenyl]methanethiol, p-Xylylenedithiol

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About This Item

Linear Formula:
C6H4(CH2SH)2
CAS Number:
Molecular Weight:
170.30
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
203-269-4
MDL number:
Assay:
98%
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Quality Level

assay

98%

bp

156 °C/12 mmHg (lit.)

mp

45-46 °C (lit.)

functional group

thiol

SMILES string

SCc1ccc(CS)cc1

InChI

1S/C8H10S2/c9-5-7-1-2-8(6-10)4-3-7/h1-4,9-10H,5-6H2

InChI key

IYPNRTQAOXLCQW-UHFFFAOYSA-N

General description

1,4-Benzenedimethanethiol forms self-assembled monolayers on gold in n-hexane solution.

Application

1,4-Benzenedimethanethiol was used as cross linker in the fabrication of nanoporous gold on glassy carbon electrode by alternatively assembling gold nanoparticles and silver nanoparticles. It was used as capping reagent during the preparation of Au and Ag clusters of 3 nm mean diameter. It was used as ligand in the synthesis of 1,4-benzenedimethanethiol-capped gold nanoparticles.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Articles

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


Takuya Ohzono et al.
Nature communications, 12(1), 787-787 (2021-02-06)
Nematic liquid crystal elastomers (N-LCE) exhibit intriguing mechanical properties, such as reversible actuation and soft elasticity, which manifests as a wide plateau of low nearly-constant stress upon stretching. N-LCE also have a characteristically slow stress relaxation, which sometimes prevents their
Luca Pasquali et al.
Langmuir : the ACS journal of surfaces and colloids, 27(8), 4713-4720 (2011-03-17)
We report a study of the self-assembly of 1,4-benzenedimethanethiol monolayers on gold formed in n-hexane solution held at 60 °C for 30 min and in dark conditions. The valence band characteristics, the thickness of the layer, and the orientation of
Xiaobin Sun et al.
Analytica chimica acta, 780, 95-100 (2013-05-18)
Nanoporous gold (NPG) has recently received considerable attention in analytical electrochemistry because of its good conductivity and large specific surface area. A facile layer-by-layer assembly technique fabricated NPG was used to construct an electrochemical immunosensor for carcinoembryonic antigen (CEA). NPG



Global Trade Item Number

SKUGTIN
147273-250MG04061832425078
147273-1G04061825894621