10504-60-6

Basic information

• Product Name: DIPHENYL(METHYL)SULFONIUM TETRAFLUOROBORATE
• Synonyms: METHYLDIPHENYLSULFONIUM TETRAFLUOROBORATE;DIPHENYL(METHYL)SULFONIUM TETRAFLUOROBORATE;DIPHENYL(METHYL)SULPHONIUM TETRAFLUOROBORATE;Methyl(diphenyl)sulphonium fluoroborate;methyldiphenylsulphonium tetrafluoroborate(1-);Methyl(diphenyl)sulfoniumfluoroborate
• CAS NO: 10504-60-6
• Molecular Formula: BF₄*C₁₃H₁₃S
• Molecular Weight: 288.11
• EINECS: 234-032-3
• Product Categories: B (Classes of Boron Compounds);Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Tetrafluoroborates
• Mol File: 10504-60-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 66-70°C
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility: Soluble in water, alcohol.
• BRN: 4732019
• CAS DataBase Reference: DIPHENYL(METHYL)SULFONIUM TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYL(METHYL)SULFONIUM TETRAFLUOROBORATE(10504-60-6)
• EPA Substance Registry System: DIPHENYL(METHYL)SULFONIUM TETRAFLUOROBORATE(10504-60-6)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 1759
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 10504-60-6(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C13H13S.BF4/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13;2-1(3,4)5/h2-11H,1H3;/q+1;-1

Upstream product

• 67-56-1 methanol 
• 139-66-2 diphenyl sulfide 
• 420-37-1 trimethoxonium tetrafluoroborate 
• 74-88-4 methyl iodide 

Downstream Products

• 51369-87-0 4-(3-phenyl-oxiranyl)-quinazoline 
• 40411-91-4 (1,2,3-Trimethyl-cycloprop-2-enylmethylsulfanyl)-benzene 
• 603-76-9 1-methylindole 
• 1122-47-0 1-MeCyt 
• 139-66-2 diphenyl sulfide 
• 17637-57-9 (cyclopropylsulfonyl)benzene 
• 7631-86-9 SiO₂ 

Relevant articles and documents

Synthesis of Fischer-Type (Alkoxy)carbene Complexes Using Diphenylsulfonium Salts with Functionalized Alkyl Groups

A new and general method for preparing Fischer-type alkoxycarbene complexes 1 is reported. This method involves the alkylation of acylate complexes 7 with alkyldiphenylsulfonium salts 10 with a variety of functionalized alkyl groups. The alkylation of tetramethylammonium pentacarbonyl-(1-oxyalkylidene)chromate(0) 7a-c, tetramethylammonium pentacarbonyl(1-oxymethylidene)molybdate(0) 7d, and pentacarbonyl(1-oxymethylidene)tungstate(0) 7e with alkyldiphenylsulfonium salts 10 proceeded smoothly under mild conditions to give the corresponding alkoxycarbene complexes 12-39 in good to high yields. Competitive alkylation of 7a with methyl-11 and isopropyldiphenylsulfonium tetrafluoroborate 40 shows a higher reactivity of the isopropyl group, suggesting the participation of an S-O sulfurane intermediate 41.

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Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines

Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.