2,4,6-Triphenylpyrylium tetrafluoroborate, 97%

Name: 2,4,6-Triphenylpyrylium tetrafluoroborate, 97%
SKU: A18217.22
Price: 507.00 EUR

CAS: 448-61-3 | C23H17BF4O | 396.19 g/mol

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Catalog number A18217.22

also known as A18217-22

Price (EUR)

507,00

Each

Quantity:

100 g

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Price (EUR)

507,00

Each

Chemical Identifiers

CAS448-61-3

IUPAC Name2,4,6-triphenyl-1λ⁴-pyran-1-ylium; tetrafluoroboranuide

Molecular FormulaC23H17BF4O

InChI KeyVQYPWMWEJGDSTF-UHFFFAOYSA-N

SMILESF[B-](F)(F)F.C1=CC=C(C=C1)C1=CC(=[O+]C(=C1)C1=CC=CC=C1)C1=CC=CC=C1

Specifications

Specification Sheet

FormCrystalline powder or powder

Appearance (Color)Yellow

Identification (FTIR)Conforms

Assay (Aqueous acid-base Titration)≥96.0 to ≤104.0%

Melting Point (clear melt)244-256°C

2,4,6-Triphenylpyrylium tetrafluoroborate is used as a sensitizer to carry out the photo oxidation of cathecol. It is also used in the preparation of three N-alkylpyridinium photosensitizers by reacting with (1R,2S)-(-)-norephedrine, (S)-(+)-2-(aminomethyl)pyrrolidine and (R)-(-)-1-cyclohexylethylamine.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2,4,6-Triphenylpyrylium tetrafluoroborate is used as a sensitizer to carry out the photo oxidation of cathecol. It is also used in the preparation of three N-alkylpyridinium photosensitizers by reacting with (1R,2S)-(-)-norephedrine, (S)-(+)-2-(aminomethyl)pyrrolidine and (R)-(-)-1-cyclohexylethylamine.

Solubility
Insoluble in water, ethyl alcohol, diethyl ether. Soluble in trifluroacetic acid.

Notes
Moisture Sensitive. Store away from oxidizing agents, water/moisture. Store under inert gas. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

RUO – Research Use Only

General References:

K Hollmann. [Experiences with replacement of the eyelid-levator].Fortschr Kiefer Gesichtschir.1977,2298-99.
Mercedes Alvaro.; Pilar Formentín.; Hermenegildo García.; Emilio Palomares.; María J Sabater. Chiral N-alkyl-2,4,6-triphenylpyridiniums as enantioselective triplet photosensitizers. laser flash photolysis and preparative studies.J Org Chem.2002,67(15), 5184-5189.
Amines react with pyrylium salts to give N-alkylpyridinium salts. Since the pyridine can be displaced by a variety of nucleophiles, the result is that the amine has been converted to a useful alkylating species: J. Chem. Soc., Perkin 1, 418 (1979). Reviews: Tetrahedron, 36, 679 (1980); Angew. Chem. Int. Ed., 23, 420 (1984); Russ. Chem. Rev., 51, 469 (1982):
For a review on use as an electron-transfer photosensitizer, see: Chem. Rev., 94, 1063 (1994).