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147273

Sigma-Aldrich

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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$226.10

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250 MG
$50.12
1 G
$226.10

About This Item

Linear Formula:
C6H4(CH2SH)2
CAS Number:
105-09-9
Molecular Weight:
170.30
EC Number:
203-269-4
MDL number:
MFCD00004872
UNSPSC Code:
12352100
PubChem Substance ID:
24848812
NACRES:
NA.22

$50.12

List Price$71.60Save 30%
Web-Only Promotion

Available to ship onApril 22, 2025Details

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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

Related Categories

General description

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

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[2]. It was used as capping reagent during the preparation of Au and Ag clusters of 3 nm mean diameter[3]. It was used as ligand in the synthesis of 1,4-benzenedimethanethiol-capped gold nanoparticles[4].

pictograms

Exclamation mark
GHS07

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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Certificates of Analysis (COA)

Lot/Batch Number
0000417036
0000417036
0000262188
0000217047
0000291207

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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
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
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
Floriana Vitale et al.
Nanoscale research letters, 6(1), 103-103 (2011-06-30)
Stable gold nanoparticles stabilized by different mono and bi-functional arenethiols, namely, benzylthiol and 1,4-benzenedimethanethiol, have been prepared by using a modified Brust's two-phase synthesis. The size, shape, and crystalline structure of the gold nanoparticles have been determined by high-resolution electron
Venkataramanan et al.
Journal of colloid and interface science, 216(1), 134-142 (1999-07-09)
Au and Ag clusters of 3-nm mean diameter were prepared with 1,4-benzenedimethanethiol (BDMT) as the capping molecule. In both the monolayer-capped clusters, BDMT adsorbs in the dithiolate form in contrast to in the 2D monolayers, where the dithiolate form exists
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Photopatterning Self-Assembled Monolayers

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

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