Triphenylsulfonium Bromide

Base Information

• Chemical Name: Triphenylsulfonium Bromide
• CAS No.: 3353-89-7
• Molecular Formula: C18H15 S . Br
• Molecular Weight: 343.287
• Hs Code.: 2930909090
• European Community (EC) Number: 677-553-5
• DSSTox Substance ID: DTXSID40475177
• Mol file: 3353-89-7.mol

Synonyms:Triphenylsulfonium Bromide;3353-89-7;TRIPHENYLSULFONIUMBROMIDE;triphenylsulfanium;bromide;Sulfonium, triphenyl-, bromide;Triphenyl sulphonium bromide;triphenylsulphonium bromide;triphenyl sulfonium bromide;SCHEMBL60557;DTXSID40475177;VMJFYMAHEGJHFH-UHFFFAOYSA-M;MFCD00428762;Triphenylsulfonium Bromide, >/=98%;AKOS015833055;CS-0368288;FT-0717183;T1609;T72320;J-019246

Chemical Property of Triphenylsulfonium Bromide

Chemical Property:

• Melting Point: 293 °C
• PSA: 25.30000
• LogP: 1.78600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 342.00778
• Heavy Atom Count: 20
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

Triphenylsulfonium Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[S+](C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
• Uses: Triphenylsulfonium Bromide is used in the preparation of sulfonium salt photoacid generator for deep-UV microlithography.

Technology Process of Triphenylsulfonium Bromide

There total 10 articles about Triphenylsulfonium Bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

bromobenzene (108-86-1,52753-63-6) + 1,1'-sulfinylbisbenzene (945-51-7) → triphenylsulfonium bromide (3353-89-7)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran;

1,1'-sulfinylbisbenzene; With chloro-trimethyl-silane; In tetrahydrofuran; at 25 ℃;

DOI:10.1055/s-2004-829113

Reference yield: 72.0%

para-bromotoluene (106-38-7) + 1,1'-sulfinylbisbenzene (945-51-7) → triphenylsulfonium bromide (3353-89-7) + (4-methylphenyl)-diphenylsulfonium bromide (4189-82-6)

Guidance literature:

para-bromotoluene; 1,1'-sulfinylbisbenzene; With chloro-trimethyl-silane; magnesium; In tetrahydrofuran; at -5 - 20 ℃; for 0.5h;

With hydrogen bromide; In tetrahydrofuran; water; Product distribution / selectivity;

Reference yield: 59.0%

para-bromotoluene (106-38-7) + 1,1'-sulfinylbisbenzene (945-51-7) → triphenylsulfonium bromide (3353-89-7) + (4-methylphenyl)-diphenylsulfonium bromide (4189-82-6) + bis(4-methylphenyl)phenylsulfonium bromide

Guidance literature:

para-bromotoluene; 1,1'-sulfinylbisbenzene; With chloro-trimethyl-silane; magnesium; In tetrahydrofuran; at -5 - 20 ℃; for 0.5h;

With hydrogen bromide; In tetrahydrofuran; water; Product distribution / selectivity;

upstream raw materials:

1,1'-sulfinylbisbenzene

benzene

bromobenzene

para-bromotoluene

Downstream raw materials:

3,5-di-tert-butylphenyl phenyl ether

isopropoxybenzene

diphenyl sulfide

benzene

Refernces

• 1、 Imazeki, Shigeaki,Sumino, Motoshige,Fukasawa, Kazuhito,Ishihara, Masami,Akiyama, Takahiko. "Facile method for the preparation of triarylsulfonium bromides using Grignard reagents and chlorotrimethylsilane as an activator". . p. 1648 - 1654. Retrieved 2004.
• 2、 -. "PROCESS FOR PRODUCING TRIARYLSULFONIUM SALT". Page/Page column 21-22. . Retrieved 2008/06/13.