Triphenylcarbenium tetrafluoroborate

Base Information

• Chemical Name: Triphenylcarbenium tetrafluoroborate
• CAS No.: 341-02-6
• Molecular Formula: C19H15BF4
• Molecular Weight: 330.133
• Hs Code.: 29319090
• European Community (EC) Number: 206-433-3
• DSSTox Substance ID: DTXSID10883366
• Mol file: 341-02-6.mol

Synonyms:Triphenylcarbenium tetrafluoroborate;341-02-6;Triphenylmethylium tetrafluoroborate;Tritylium tetrafluoroborate;Trityl tetrafluoroborate;Trityl fluoroborate;diphenylmethylbenzene;tetrafluoroborate;Triphenylmethyl fluoroborate;Triphenylmethyl tetrafluoroborate;Methylium, triphenyl-, tetrafluoroborate(1-);Triphenylcarbeniumtetrafluoroborate;Triphenylcarbonium tetrafluoroborate;EINECS 206-433-3;Methylium, triphenyl-, tetrafluoroborate(1-) (1:1);NSC 176021;diphenylmethylbenzene,tetrafluoroborate;SCHEMBL420170;SCHEMBL3292756;DTXSID10883366;Tritylium, tetrafluoroborate(1-);VQXBOEYKSVVPSP-UHFFFAOYSA-N;C19H15.BF4;C19-H15.B-F4;MFCD00013120;AKOS024318882;CS-0451365;FT-0631983;T1173;D92462;B(F)(F)(F)F.c1ccc(cc1)C(c2ccccc2)c3ccccc3;J-019448

Chemical Property of Triphenylcarbenium tetrafluoroborate

Chemical Property:

• Appearance/Colour: ochre-yellow to orange crystalline powder
• Melting Point: 205-215 °C (dec.)(lit.)
• PSA: 0.00000
• LogP: 6.00580
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water. Soluble in methanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 330.1202933
• Heavy Atom Count: 24
• Complexity: 215

Purity/Quality:

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

Triphenylmethylium Tetrafluoroborate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): CXi
• Hazard Codes: C,Xi
• Statements: 14-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Boron)
• Canonical SMILES: [B-](F)(F)(F)F.C1=CC=C(C=C1)[C+](C2=CC=CC=C2)C3=CC=CC=C3
• Uses: Triphenylmethylium Tetrafluoroborate is reagent used in organic synthesis such as the direct synthesis of 1,1-diphenyl-3-arylindanes. Reactant involved in:Synthesis of substituted dihydroazulene photoswitchesCarbene-based Lewis pairs for hydrogen activation1,3-Dipolar cycloaddition reactions for preparation of α?amino-β-hydroxy estersOxidation of allenic compoundsMukaiyama aldol addition reactions Ionic hydrogenation as a counteranion and ligand source

Technology Process of Triphenylcarbenium tetrafluoroborate

There total 14 articles about Triphenylcarbenium 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: 71.0%

triphenylmethyl alcohol (76-84-6) → trityl tetrafluoroborate (341-02-6)

Guidance literature:

With tetrafluoroboric acid diethyletherate; In propionic acid anhydride; at 15 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.3998/ark.5550190.0012.904

Reference yield: 69.0%

silver tetrafluoroborate (14104-20-2) + trityl chloride (76-83-5) → trityl tetrafluoroborate (341-02-6)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1007/s11224-015-0638-0

Reference yield: 21.0%

triphenylmethane (519-73-3) + 2'-methoxy-(1,1'-biphenyl)-2-diazonium tetrafluoroborate → trityl tetrafluoroborate (341-02-6)

Guidance literature:

In dichloromethane;

DOI:10.1016/S0040-4020(01)88480-5

upstream raw materials:

trityl fluoride

chloroethylene

trityl chloride

acetyl fluoride

Downstream raw materials:

1,1-dimethoxy-2,6-diphenyl-4-trityl-1λ⁵-phosphinine

2-Phenyl-4-(triphenylmethyl)-2-oxazolin-5-on

dimethyldifluorosilane

triphenylmethane

Refernces

• 1、 Hinz, Alexander,Labbow, René,Rei?, Fabian,Schulz, Axel,Sievert, Katharina,Villinger, Alexander. "Synthesis and structure of tritylium salts". . p. 1641 - 1650. Retrieved 2015/10/28.
• 2、 Rathore, Rajendra,Burns, Carrie L.,Guzei, Ilia A.. "Synthesis and Isolation of Polytrityl Cations by Utilizing Hexaphenylbenzene and Tetraphenylmethane Scaffolds". . p. 1524 - 1530. Retrieved 2007/10/03.