2,4,6-triphenyl-1λ4-pyran-1-ylium; tetrafluoroboranuide

• ChemBase ID: 149691
• Molecular Formular: C23H17BF4O
• Molecular Mass: 396.1850928
• Monoisotopic Mass: 396.13085844
• SMILES: [B-](F)(F)(F)F.c1ccc(cc1)c1cc([o+]c(c1)c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)c1cc([o+]c(c1)c1ccccc1)c1ccccc1.F[B-](F)(F)F
• InChI: InChI=1S/C23H17O.BF4/c1-4-10-18(11-5-1)21-16-22(19-12-6-2-7-13-19)24-23(17-21)20-14-8-3-9-15-20;2-1(3,4)5/h1-17H;/q+1;-1
• InChIKey: VQYPWMWEJGDSTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4,6-triphenyl-1λ^4-pyran-1-ylium; tetrafluoroboranuide
• IUPAC Traditional name: 2,4,6-triphenyl-1λ^4-pyran-1-ylium tetrafluoroborate
• Synonyms: 2,4,6-Triphenylpyrylium tetrafluoroborate; 2,4,6-Triphenylpyrylium tetrafluoroborate; 2,4,6-三苯基吡喃鎓四氟硼酸盐; 2,4,6-三苯基吡喃四氟硼酸盐

Database IDs

• CAS Number: 448-61-3
• EC Number: 207-186-4
• MDL Number: MFCD00012001
• Beilstein Number: 3586533
• PubChem SID: 24856467; 162243853
• PubChem CID: 9930615

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.7099
• LogD (pH = 7.4): 6.7099
• Log P: 6.7099
• Molar Refractivity: 116.9394 cm^3
• Polarizability: 42.19033 Å^3
• Polar Surface Area: 13.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 248-254°C; 250-251 °C(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: UZ1370000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 22-36/37/38
• Safety Statements: 22-24/25-26; 26-36/37
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302 + H312 + H332-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C23H17BF4O

DETAILS

Sigma Aldrich - 272345

Packaging
5 g in glass bottle

REFERENCES

• 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).