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Merck
CN

125237

4-Chlorothiophenol

97%

Synonym(s):

4-Chlorobenzenethiol, 4-Chlorophenyl mercaptan

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About This Item

Linear Formula:
ClC6H4SH
CAS Number:
Molecular Weight:
144.62
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-408-9
Beilstein/REAXYS Number:
605971
MDL number:
Assay:
97%
Form:
solid
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Quality Level

assay

97%

form

solid

bp

205-207 °C (lit.)

mp

49-51 °C (lit.)

solubility

methanol: soluble

functional group

chloro

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

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


pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

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

Regulatory Information

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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)



Global Trade Item Number

SKUGTIN
125237-500G04061832418568
125237-100G04061838723406
125237-5G04061838723413