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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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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

Assay

98%

bp

156 °C/12 mmHg (lit.)

mp

45-46 °C (lit.)

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.

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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Articles

Micro and Nanometer Scale Photopatterning of Self-Assembled Monolayers

Self-assembled monolayers (SAMs) have attracted enormous interest for a wide variety of applications in micro- and nano-technology. In this article, we compare the benefits of three different classes of SAM systems (alkylthiolates on gold).

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