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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:
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

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

125237-BULK:
125237-100G:
125237-VAR:
125237-500G:
125237-10KG:
125237-5G:
125237-25KG:

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ8011
STBG6759
STBF8773V
STBF7451V
STBD6298V

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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
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
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)
Hyung-Mo Kim et al.
Scientific reports, 8(1), 13938-13938 (2018-09-19)
In this study, we report on the fabrication of multilayered tri-functional magnetic-SERS-fluorescence nanoprobes (MF-SERS particles) containing clustered superparamagnetic Fe3O4 nanoparticles (NPs), silver NPs, and a fluorescent silica layer. The MF-SERS particles exhibited strong SERS signals from the silver NPs as
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