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125237

Sigma-Aldrich

4-Chlorothiophenol

97%

Synonym(s):

4-Chlorobenzenethiol, 4-Chlorophenyl mercaptan

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About This Item

Linear Formula:
ClC6H4SH
CAS Number:
106-54-7
Molecular Weight:
144.62
Beilstein/REAXYS Number:
605971
EC Number:
203-408-9
MDL number:
MFCD00004847
UNSPSC Code:
12352100
PubChem Substance ID:
24847657
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

bp

205-207 °C (lit.)

mp

49-51 °C (lit.)

solubility

methanol: soluble

SMILES string

Sc1ccc(Cl)cc1

InChI

1S/C6H5ClS/c7-5-1-3-6(8)4-2-5/h1-4,8H

InChI key

VZXOZSQDJJNBRC-UHFFFAOYSA-N

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General description

4-Chlorothiophenol undergoes oxidative coupling catalyzed by iron(III)-tetra phenyl prophyrin to form disulfides.

Application

4-Chlorothiophenol was used to modify poly(vinyl chloride) and to synthesize poly(vinyl chloride) with halogen groups.
Reactant involved in:
  • Oxidation to disulfides using cobalt-salen catalysts and air oxidizing agents
  • Thiourea-catalyzed sulfa-Michael addition to acryloyloxazolidinones
  • Pummerer-type cyclization
  • C-H Activation and C-S cross-coupling with heterocycles
  • Allylic sulfenylation with allylic carbonates
  • Lewis acid-catalyzed electrophilic ring-opening reactions of 2-aryl-3,4-dihydropyrans

related product

Product No.
Description
Pricing

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Selective Oxidation of Thiols to Disulfides Catalyzed by Iron (III)-Tetra Phenyl Porphyrin Using Urea-Hydrogen Peroxide as Oxidizing Reagent.
Karami B, et al.
Turkish Journal of Chemistry, 29(5), 539-539 (2005)
Xiongfeng Lin et al.
Nature communications, 8(1), 613-613 (2017-09-22)
Hybrid organic-inorganic halide perovskites are low-cost solution-processable solar cell materials with photovoltaic properties that rival those of crystalline silicon. The perovskite films are typically sandwiched between thin layers of hole and electron transport materials, which efficiently extract photogenerated charges. This
Modification of poly (vinyl chloride) with new aromatic thiol compounds. Synthesis and characterization.
Navarro R, et al.
Polymer Degradation and Stability, 93(3), 585-591 (2008)
Xuejing Chen et al.
The Analyst, 144(14), 4312-4319 (2019-06-13)
A deep learning network called "residual neural network" (ResNet) was used to decode Raman spectra-encoded suspension arrays (SAs). With narrow bandwidths and stable signals, Raman spectra have ideal encoding properties. The different Raman reporter molecules assembled micro-quartz pieces (MQPs) were
Homan Kang et al.
International journal of molecular sciences, 22(4) (2021-02-14)
We present a template-assisted method for synthesizing nanogap shell structures for biomolecular detections based on surface-enhanced Raman scattering. The interior nanogap-containing a silver shell structure, referred to as a silver nanogap shell (Ag NGS), was fabricated on silver nanoparticles (Ag
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