Triphenylsulfonium chloride Chemical Properties

Melting point:

277 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder

color 

Faint yellow

Water Solubility 

Soluble in water.

InChI

InChI=1S/C18H15S.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h1-15H;1H/q+1;/p-1

InChIKey

ZFEAYIKULRXTAR-UHFFFAOYSA-M

SMILES

[S+](C1=CC=CC=C1)(C1=CC=CC=C1)C1C=CC=CC=1.[Cl-]

CAS DataBase Reference

4270-70-6(CAS DataBase Reference)

EPA Substance Registry System

Triphenylsulfonium chloride (4270-70-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2930909899

MSDS

• Language:English Provider:SigmaAldrich

Triphenylsulfonium chloride Usage And Synthesis

Uses

Triphenylsulfonium chloride is used as a key intermediate that is widely used in the new electronic chemicals such as semiconductor, LCD and TFT. It is also used as a photoacid generator (PAG) in Catalyst activation through in situ photogeneration of ligands.

Preparation

Triphenylsulfonium Chloride Synthesis: Diphenyl sulfoxide, 40 g (0.2 mole), was dissolved in 400 g of dichloroethane, which was stirred under ice cooling. At a temperature below 20° C., 65 g (0.6 mole) of trimethylsilyl chloride was added dropwise to the solution, which was aged for 30 minutes at the temperature. Then, a Grignard reagent which had been prepared from 14.6 g (0.6 mole) of metallic magnesium, 67.5 g (0.6 mole) of chlorobenzene and 168 g of tetrahydrofuran (THF) was added dropwise at a temperature below 20° C. The reaction solution was aged for one hour, after which 50 g of water at a temperature below 20° C. was added to quench the reaction. To this solution, 150 g of water, 10 g of 12N hydrochloric acid, and 200 g of diethyl ether were further added.
The water layer was separated and washed with 100 g of diethyl ether, yielding an aqueous solution of triphenylsulfonium chloride. The compound in aqueous solution form was used in the subsequent reaction without further isolation.

Triphenylsulfonium chloride(4270-70-6)Related Product Information

• Potassium chloride
• Thionyl chloride
• Tributyltin chloride
• Chromium(III) chloride
• Trichlorine nitride
• Ammonium chloride
• Sulfuryl chloride
• Triphenylphosphine
• Choline chloride
• Phenyl isothiocyanate
• Zinc chloride
• Boron trichloride
• Oxalyl chloride
• Chlorodiphenylphosphine
• Disulfur dichloride
• Titanous chloride
• Sulfur dichloride
• 2,3,5-Triphenyltetrazolium chloride