25776-12-9

Basic information

• Product Name: SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE
• Synonyms: Sodiumtetrakis(4-fluorophenyl)borate98%;SODIUM TETRAKIS-(4-FLUOROPHENYL)-BORATE X 2 H2O;Sodium Tetrakis(4-fluorophenyl)borate Hydrate [Precipitation reagent for Cs and titrimetric reagent for nonionic surfactants];Borate(1-), tetrakis(4-fluorophenyl)-, sodiuM(1:1);Hydrate [Precipitation reagent for Cs and titrimetric reagent for nonionic surfactants];Sodium Tetrakis(4-fluorophenyl)borate sodiumtetrakisfluorophenylborate;SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE HYDRATE
• CAS NO: 25776-12-9
• Molecular Formula: C₂₄H₁₆BF₄*Na
• Molecular Weight: 414.18
• Product Categories: Analytical Chemistry;B (Classes of Boron Compounds);Classes of Metal Compounds;Ion Association;Na (Sodium) Compounds (excluding simple sodium salts);Tetraphenylborates;Typical Metal Compounds
• Mol File: 25776-12-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Water Solubility: almost transparency
• CAS DataBase Reference: SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE(CAS DataBase Reference)
• NIST Chemistry Reference: SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE(25776-12-9)
• EPA Substance Registry System: SODIUM TETRAKIS(4-FLUOROPHENYL)BORATE(25776-12-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT, HYGROSCOPIC
• Hazardous Substances Data: 25776-12-9(Hazardous Substances Data)

Usage

Uses

Tetrakis(4-Fluorophenyl)-Borate Sodium (1:1) is a useful research chemical compound.

InChI:InChI=1/C24H21BF4/c26-21-9-1-17(2-10-21)25(18-3-11-22(27)12-4-18,19-5-13-23(28)14-6-19)20-7-15-24(29)16-8-20/h1-6,9-14,24H,7-8,15-16H2

Upstream product

• 13755-29-8 sodium tetrafluoroborate 
• 7439-93-2 lithium 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-13-6 4-flourophenylmagnesium bromide 

Downstream Products

• 1189241-04-0 (R)-3-(4-fluorophenyl)-3-methylcyclohexanone 
• 1392278-09-9 C₁₃H₁₅FO 
• 1234566-21-2 C₂₁H₁₉FO 
• 1234566-37-0 C₂₁H₁₉FO 
• 1353674-94-8 (R)-2-methyl-N-[(S)-(p-fluorophenyl)(p-tolyl)methyl]propane-2-sulfinamide 
• 1357175-55-3 (E)-3-(4-fluoropheny)-1-phenylpent-1-ene 
• 1357444-82-6 N-benzyl-N-((4-fluorophenyl)(p-tolyl)methyl)benzamide 
• 324-74-3 4-fluoro-biphenyl 
• 1643-99-8 4-fluoro-4’-methyldiphenylamine 
• 485844-19-7 1-fluoro-4-[(2E)-3-phenyl-2-propen-1-yl]benzene 
• 345-83-5 4-fluorobenzophenone 
• 1403363-79-0 2-(5-(5-fluoro-3-methylbenzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl)-3-methylbenzothiazol-3-ium tetrakis(4-fluorophenyl)borate 
• 1403363-76-7 2-(5-(5-fluoro-3-methylbenzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl)-3-methylbenzoxazol-3-ium tetrakis(4-fluorophenyl)borate 
• 1403363-73-4 3-methyl-2-(5-(3-methylbenzothiazol-2(3H)-ylidene)penta-1,3-dien-1-yl)benzoxazol-3-ium tetrakis(4-fluorophenyl)borate 

Relevant articles and documents

Base-free palladium-catalyzed cross-coupling of arylsulfonium salts with sodium tetraarylborates

Palladium-catalyzed cross-coupling reactions of arylsulfonium salts with sodium tetraarylborates were found to proceed smoothly without recourse to an additional base, providing a new, reliable route to biaryls from organosulfur compounds.

Palladium-Assisted "Aromatic Metamorphosis" of Dibenzothiophenes into Triphenylenes

Abstract Two new palladium-catalyzed reactions of aromatic sulfur compounds enabled the conversion of dibenzothiophenes into triphenylenes in four steps. This transformation of one aromatic framework into another consists of 1) 4-chlorobutylation of the dibenzothiophene to form the corresponding sulfonium salt, 2) palladium-catalyzed arylative ring opening of the sulfonium salt with a sodium tetraarylborate, 3) an intramolecular SN2 reaction to form a teraryl sulfonium salt, and 4) palladium-catalyzed intramolecular C-S/C-H coupling through electrophilic palladation. Symmetrical as well as unsymmetrical triphenylenes of interest were synthesized in a tailor-made fashion in satisfactory overall yields. A change of heart: The invention of two palladium-catalyzed arylation reactions of organosulfur compounds enabled the transformation of dibenzothiophenes into triphenylenes and thus a fundamental change in the core aromatic structure (see scheme). Both symmetrical and unsymmetrical triphenylenes were synthesized in a tailor-made fashion in satisfactory overall yield.

Rhodium-Catalyzed asymmetric synthesis of spirocarbocycles: arylboron reagents as surrogates of 1,2-dimetalloarenes

(Figure Presented) Revolutionary Rh-oad: A rhodium/dienecatalyzed addition of sodium tetraarylborates to alkyne-tethered 2-cydoalken-lones has been developed for the synthesis of splrocarbocycles. The tetraarylborates catalytlcally form two new carbon-carbon bonds. A chlral diene ligand also asymmetrically creates quaternary spirocarbon stereocenters with high enantiomeric purity.

Ligand-free, atom-efficient Suzuki-Miyaura type cross-coupling reactions at room temperature

The atom-efficient cross-coupling reaction of sodium tetraarylborates with aryl iodides and bromides was reported. The reaction can be performed directly using a catalytic system composed of palladium chloride, sodium carbonate and methanol (PdCl2/Na2CO3/MeOH) under heat-free conditions at room temperature in an open air conditions. The reactions carried out in an atom-efficient way as 4 equiv of aryl halides coupled effectively with 1 equiv of sodium tetraarylborates to furnish 4 equiv of the corresponding functionalized biaryls in good to excellent yields.