| Identification | Back Directory | [Name]
TRIPHENYLSULFONIUM BROMIDE | [CAS]
3353-89-7 | [Synonyms]
Triphenylsulfonium Bromid
TRIPHENYLSULFONIUM BROMIDE
Triphenyl sulphonium bromide | [Molecular Formula]
C18H15BrS | [MDL Number]
MFCD00428762 | [MOL File]
3353-89-7.mol | [Molecular Weight]
343.28 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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. |
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