674788

5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate

97%

• Synonym(s): 2-Pentafluorophenyl-6,10b-dihydro-4H,5aH-5-oxo-3,10c-diaza-2-azoniacyclopenta[c]fluorine tetrafluoroborate
• Empirical Formula (Hill Notation): C₁₈H₁₁BF₉N₃O
• CAS Number: 872143-57-2
• Molecular Weight: 467.10
• MDL number: MFCD08457666
• UNSPSC Code: 12352005
• PubChem Substance ID: 24885239
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• form: solid
• mp: 233-237 °C
• storage temp.: 2-8°C
• SMILES string: F[B-](F)(F)F.Fc1c(F)c(F)c(c(F)c1F)-[n+]2c[n@@H]3[C@@H]4[C@@H](Cc5ccccc45)OCc3n2
• InChI: 1S/C18H11F5N3O.BF4/c19-12-13(20)15(22)18(16(23)14(12)21)26-7-25-11(24-26)6-27-10-5-8-3-1-2-4-9(8)17(10)25;2-1(3,4)5/h1-4,7,10,17H,5-6H2;/q+1;-1/t10-,17+;/m1./s1
• InChI key: CPCMDOOTVHDRTM-CVJFODCESA-N

Description

Application

5a(R),10b(S)-5a,10b-Dihydro-2-(pentafluorophenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate can be used as an N-heterocyclic carbene (NHC) organocatalyst in:

• Benzoin reactions of aldehydes and total synthesis of a natural product named isodarparvinol B.
• Synthesis of spirocyclic oxindole-dihydropyranones by reacting α-bromo-α,β-unsaturated aldehydes with isatin derivatives.
• Synthesis of 1,4-dicarbonyl compounds through intramolecular Stetter reaction.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges