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125237 Sigma-Aldrich

4-Chlorothiophenol

97%

Synonym: 4-Chlorobenzenethiol, 4-Chlorophenyl mercaptan

  • CAS Number 106-54-7

  • Linear Formula ClC6H4SH

  • Molecular Weight 144.62

  •  Beilstein/REAXYS Number 605971

  •  EC Number 203-408-9

  •  MDL number MFCD00004847

  •  PubChem Substance ID 24847657

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Sulfur Compounds, Thiols/Mercaptans More...
Quality Level   100
assay   97%
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

Description

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

Packaging

5, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
WGK 3
RTECS 
DC1050000

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Protocols & Articles
Peer-Reviewed Papers
15

References

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