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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

Certificates of Analysis (COA)

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Polymer Degradation and Stability, 93(3), 585-591 (2008)
Selective Oxidation of Thiols to Disulfides Catalyzed by Iron (III)-Tetra Phenyl Porphyrin Using Urea-Hydrogen Peroxide as Oxidizing Reagent.
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