906719

Pyrylium tetrafluoroborate

≥95%

• Synonym(s): Pyry-BF₄
• Empirical Formula (Hill Notation): C₅H₅BF₄O
• CAS Number: 80279-50-1
• Molecular Weight: 167.90
• MDL number: MFCD32857267
• UNSPSC Code: 12352107
• NACRES: NA.22

Properties

• assay: ≥95%
• form: powder
• storage temp.: 2-8°C
• SMILES string: [B-](F)(F)(F)F.[o+]1ccccc1
• InChI: 1S/C5H5O.BF4/c1-2-4-6-5-3-1;2-1(3,4)5/h1-5H;/q+1;-1
• InChI key: SJNICXIZTGPXAU-UHFFFAOYSA-N

Description

Application

Pyrylium tetrafluoroborate is used for the functionalization of heterocyclic amines, activating them for nucleophilic substitution. As demonstrated by the Cornella lab, the intermediate pyridinium salts can react with a vast array of nucelophiles to form new C-N, C-O, and C-S bonds, making pyrylium tetrafluoroborate a valuable reagent for late-stage functionalization.

Other Notes

Selective Functionalization of Aminoheterocycles by a Pyrylium Salt

Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by PyryBF₄

Synthesis of Sulfonyl Fluorides from Sulfonamides

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable