Triphenylsulfonium Bromide Chemical Properties

Melting point:

293 °C

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C18H15S.BrH/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

VMJFYMAHEGJHFH-UHFFFAOYSA-M

SMILES

[S+](C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1.[Br-]

CAS DataBase Reference

3353-89-7

Safety Information

HS Code 

2930.90.2900

Triphenylsulfonium Bromide Usage And Synthesis

Uses

Triphenylsulfonium Bromide is used in the preparation of sulfonium salt photoacid generator for deep-UV microlithography.

Preparation

Triphenylsulfonium bromide synthesis: A 3.0 M solution of phenylmagnesium bromide in diethyl ether (50 ml, 0.15 mole) was distilled under vacuum with slow heating from 20° to 80°C. Benzene (40 ml) was added, followed by n-heptane (300 ml). The resulting mixture was stirred and a solution of diphenylsulfoxide 10.1 g, (0.050 mol), in benzene (60 ml) was added during 1 hour at 80°C. The mixture was stirred for 3 hours and cooled to room temperature. An 25% aqueous hydrobromic acid solution (180 ml) was slowly added to the reaction mixture (exotherm-). The layers were separated and the organic layer was extracted twice with 5% aqueous hydrobromic acid (2 x 30 ml). The combined aqueous extracts were extracted three times with dichloromethane (3×250 ml). The dichloromethane extracts were dried over magnesium sulfate, filtered and the organic solvent evaporated to leave triphenylsulfonium bromide (10.2 g, 60%), which was crystallized from dichloromethane/diethyl ether. M.p. 285-7°C.

Triphenylsulfonium Bromide (3353-89-7)Related Product Information

• TRIPHENYLSILANETHIOL
• TRIPHENYLPHOSPHINEGOLD(I) TRIFLUOROMETHANESULFONATE
• Triphenylsulfonium nonaflate
• TRIPHENYLCARBENIUM TETRAFLUOROBORATE
• Triphenylsulfonium chloride
• Ethyltriphenylphosphonium bromide
• TRIMETHYLSULFONIUM HYDROXIDE
• Trimethylsulfonium bromide
• Triphenylsulfonium Bromide