Diphenyl(methyl)sulfonium Tetrafluoroborate

Base Information

• Chemical Name: Diphenyl(methyl)sulfonium Tetrafluoroborate
• CAS No.: 10504-60-6
• Molecular Formula: C13H13BF4S
• Molecular Weight: 288.117
• Hs Code.: 2930909090
• European Community (EC) Number: 234-032-3
• DSSTox Substance ID: DTXSID30146925
• Mol file: 10504-60-6.mol

Synonyms:10504-60-6;Diphenyl(methyl)sulfonium Tetrafluoroborate;Methyldiphenylsulfonium Tetrafluoroborate;Methyldiphenylsulphonium tetrafluoroborate(1-);methyl(diphenyl)sulfanium;tetrafluoroborate;EINECS 234-032-3;MFCD00051861;methyldiphenylsulfanium;tetrafluoroboranuide;Diphenyl(methyl)sulfoniumTetrafluoroborate;SCHEMBL283734;C13H13BF4S;C13H13S.BF4;DTXSID30146925;LHAMVDBAOJCBDW-UHFFFAOYSA-N;C13-H13-S.B-F4;AKOS015832934;SY108932;Diphenyl(methyl)sulphonium tetrafluoroborate;Methyl (diphenyl)sulfonium tetrafluoroborate;D2685;FT-0625244;D78101;EN300-7424499

Chemical Property of Diphenyl(methyl)sulfonium Tetrafluoroborate

Chemical Property:

• Melting Point: 66-70 °C
• PSA: 25.30000
• LogP: 4.65270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Soluble in water, alcohol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 288.0767144
• Heavy Atom Count: 19
• Complexity: 156

Purity/Quality:

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

Diphenyl(methyl)sulfonium Tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: R34:Causes burns.
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.C[S+](C1=CC=CC=C1)C2=CC=CC=C2
• Uses: Methyldiphenylsulfonium tetrafluoroborate is a Methylene transfer agent. It is also used in alkyl diphenylsulfonium salts in place of trialkyl avoids sulfur-containing by-products arising from the Sommelet-Hauser rearrangement.

Technology Process of Diphenyl(methyl)sulfonium Tetrafluoroborate

There total 4 articles about Diphenyl(methyl)sulfonium Tetrafluoroborate 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: 97.0%

diphenyl sulfide (139-66-2) + trimethoxonium tetrafluoroborate (420-37-1) → diphenylmethylsulfonium tetrafluoroborate (10504-60-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.201404795

Reference yield: 82.0%

diphenyl sulfide (139-66-2) → diphenylmethylsulfonium tetrafluoroborate (10504-60-6)

Guidance literature:

With silver tetrafluoroborate; at 20 ℃; for 72h;

DOI:10.1021/jo991549n

Reference yield: 65.0%

methanol (67-56-1) + diphenyl sulfide (139-66-2) → diphenylmethylsulfonium tetrafluoroborate (10504-60-6)

Guidance literature:

With tetrafluoroboric acid; sulfuric acid; at 80 ℃; for 28h;

upstream raw materials:

diphenyl sulfide

methyl iodide

methanol

trimethoxonium tetrafluoroborate

Downstream raw materials:

4-(3-phenyl-oxiranyl)-quinazoline

2-Methyl-3-oxo-butyric acid 4-tert-butyl-benzyl ester

diphenyl sulfide

SiO₂

Refernces

• 1、 Ohkubo,K.,Yamabe,T.. "-". . p. 3149 - 3155. Retrieved 1971.
• 2、 Morosaki, Tomohito,Suzuki, Tsubasa,Wang, Wei-Wei,Nagase, Shigeru,Fujii, Takayoshi. "Syntheses, structures, and reactivities of two chalcogen-stabilized carbones". . p. 9569 - 9571. Retrieved 2014.
• 3、 Badet, Bernard,Julia, Marc,Lefebvre, Christian. "The efficiency of diphenylalkylsulfonium salts as alkylating agents". . p. 431 - 434. Retrieved 2007/10/02.