2,4,6-Triphenylpyrylium tetrafluoroborate

Base Information

• Chemical Name: 2,4,6-Triphenylpyrylium tetrafluoroborate
• CAS No.: 448-61-3
• Molecular Formula: C23H17BF4O
• Molecular Weight: 396.192
• Hs Code.: 29329900
• European Community (EC) Number: 207-186-4
• DSSTox Substance ID: DTXSID70196303
• Mol file: 448-61-3.mol

Synonyms:2,4,6-triphenylpyrylium tetrafluoroborate;TPPBF4

Chemical Property of 2,4,6-Triphenylpyrylium tetrafluoroborate

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Melting Point: 250-251 °C(lit.)
• PSA: 13.14000
• LogP: 7.86170
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water, ethyl alcohol, diethyl ether. Soluble in trifluroacetic acid.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 396.1308580
• Heavy Atom Count: 29
• Complexity: 353

Purity/Quality:

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

2,4,6-Triphenylpyrylium tetrafluoroborate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [B-](F)(F)(F)F.C1=CC=C(C=C1)C2=CC(=[O+]C(=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Uses: 2,4,6-Triphenylpyrylium tetrafluoroborate was used as a sensitizer to carry out the photooxidation of cathecol. It was also used in the preparation of three N-alkylpyridinium photosensitizers by reacting with (1R,2S)-(-)-norephedrine, (S)-(+)-2-(aminomethyl)pyrrolidine and (R)-(-)-1-cyclohexylethylamine.

Technology Process of 2,4,6-Triphenylpyrylium tetrafluoroborate

There total 16 articles about 2,4,6-Triphenylpyrylium 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: 82.1%

boron trifluoride diethyl etherate (109-63-7) + benzaldehyde (100-52-7) + acetophenone (98-86-2) → 2,4,6-triphenylpyrylium tetrafluoroborate (448-61-3)

Guidance literature:

at 15 - 80 ℃; for 15h; Temperature; Large scale;

Reference yield: 74.0%

tetrafluoroboric acid diethyl ether (67969-82-8) + benzalacetophenone (94-41-7) + acetophenone (98-86-2) → 2,4,6-triphenylpyrylium tetrafluoroborate (448-61-3)

Guidance literature:

In 1,2-dichloro-ethane; at 110 ℃; for 0.0833333h; under 2550.26 Torr; Temperature; Time; Pressure; Flow reactor;

DOI:10.1021/acs.orglett.1c00178

Reference yield: 70.0%

2,4,6-triphenylpyrylium chlorophosphate (40836-01-9) → 2,4,6-triphenylpyrylium tetrafluoroborate (448-61-3)

Guidance literature:

With silver tetrafluoroborate; In methanol; water; for 1h; Ambient temperature;

DOI:10.1021/ja00521a047

upstream raw materials:

benzoyl fluoride

(E)-1,3-diphenyl-3-methyl-2-propen-1-one

trifluoroborane diethyl ether

benzaldehyde

Downstream raw materials:

2-benzyl-2,4,6-triphenyl-2H-pyran

2-nitro-1,3,5-triphenyl-benzene

2,4-diphenyl-5-benzoyl-6-aminobenzonitrile

C₄₄H₃₅O₃P

Refernces

• 1、 Gridnev, I. D.,Shastin, A. V.,Balenkova, E. S.. "SYNTHESIS OF 2-ALKYL(OR PHENYL)-4,6-DIPHENYLPYRYLIUM TETRAFLUOROBORATES". . p. 1245. Retrieved 1983.
• 2、 Caro, Bertrand,Le Guen-Robin, Fran?oise,Salmain, Michèle,Jaouen, Gérard. "4-Benchrotrenyl pyrylium salts as protein organometallic labelling reagents". . p. 257 - 263. Retrieved 2000.
• 3、 Zhu, Ze-Fan,Chen, Guang-Le,Liu, Feng. "Ruthenium-catalysedmeta-selective CAr-H bond alkylationviaa deaminative strategy". supporting information. p. 3411 - 3414. Retrieved 2021/04/07.
• 4、 Murugesan, Vetrivelan,Ganguly, Anirban,Karthika, Ardra,Rasappan, Ramesh. "C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis". supporting information. p. 5389 - 5393. Retrieved 2021/07/21.