65538-03-6

Basic information

• Product Name: 4-(HEPTAFLUOROPROPYLTHIO)CHLOROBENZENE
• Synonyms: 4-(HEPTAFLUOROPROPYLTHIO)CHLOROBENZENE;Heptafluoropropylthiochlorobenzene
• CAS NO: 65538-03-6
• Molecular Formula: C₉H₄ClF₇S
• Molecular Weight: 312.63
• Mol File: 65538-03-6.mol

Chemical Properties

• Boiling Point: 189.0±40.0 °C(Predicted)
• Appearance: /
• Density: 1.54±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4-(HEPTAFLUOROPROPYLTHIO)CHLOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(HEPTAFLUOROPROPYLTHIO)CHLOROBENZENE(65538-03-6)
• EPA Substance Registry System: 4-(HEPTAFLUOROPROPYLTHIO)CHLOROBENZENE(65538-03-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 65538-03-6(Hazardous Substances Data)

Upstream product

• 754-34-7 1,1,1,2,2,3,3-heptafluoro-3-iodo-propane 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 65538-06-9 p-Chlorphenyl-perfluor-propylsulfon 

Relevant articles and documents

Ion-radical perfluoroalkylation. Part 11. Perfluoroalkylation of thiols by perfluoroalkyl iodides in the absence of initiators

Perfluoroalkylation of aliphatic, aromatic and heterocyclic thiols by perfluoroalkyl iodides in the presence of Et3N appears to occur spontaneously under daylight or the usual laboratory lighting conditions at 20-22 deg C and is complete in 10-15 min to 2-3 h.An exception to this rule are thiols with a low nucleophilicity.The reaction is accompanied by thiol oxidation (2percent-3percent) and depends directly on the temperature, lighting, solvent polarity and electronic properties of the perfluoroalkylating agents and of the thiol substituents.At the same time, formation of diaryl disulphides frequently occurs contrary to above rules.The reaction mechanism is discussed. - Keywords: Ion-radical perfluoroalkylation; Thiols; Perfluoroalkyl iodides; Reaction mechanism; Nucleophilicity; NMR spectroscopy

A new convenient method for the synthesis of perfluoroalkylarylsulfides

Methylviologen has been shown to be an effective homogeneous catalyst in the perfluoroalkylation of thiophenols with perfluoroalkyliodides.

Phase-Transfer Catalysed Ion-Radical Perfluoroalkylation of Thiols

It has been shown that under conditions of phase-transfer catalysis under UV-irradiation perfluoroalkyl iodides react with aliphatic and aromatic thiols in the water-organic solvent media to form alkyl or aryl perfluoroalkyl sulfides in 60-80 percent yields.