N-Fluorobenzenesulfonimide

• Catalog No.: L13955
• CAS Number: 133745-75-2
• M. F.: C12H10FNO4S2
• M. W.: 315.3405032
• Purity: 97%

SYNONYMS

• Title: N-氟苯磺酰亚胺
• IUPAC name: N-(benzenesulfonyl)-S-phenylfluoranesulfonamido
• IUPAC Traditional name: N-(benzenesulfonyl)-S-phenylfluoranesulfonamido
• Synonyms: N-Fluorobis(phenylsulfonyl)amine; AccuFluor NFSi

DATABASE IDS

• EC Number: 000-000-0
• CAS Number: 133745-75-2
• MDL Number: MFCD00144885
• Beilstein Number: 5348902

PROPERTIES

• Purity: 97%
• Melting Point: 114-118°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否

REFERENCES

• Stable, non-hygroscopic, glass-compatible mild electrophilic fluorinating agent, very soluble in acetonitrile, dichloromethane or THF, less soluble in toluene. Fluorinates aromatics, enolates, azaenolates and carbanions in high yield: Synlett, 187, 395 (1991); Tetrahedron Lett., 32, 1631 (1991); for diastereoselective fluorination of Li enolates of chiral carboximides, see: Tetrahedron Lett., 33, 1153 (1992). Asymmteric fluorinations have been effected in the presence of a Pd-BINAP catalyst system at room temperature in an ionic liquid: Org. Lett., 5, 3225 (2003).
• For directed fluorination of ortho-lithiated aromatics, see: Tetrahedron Lett., 35, 3465 (1994); ɑɑ-difluorination of benzylic phosphonate anions: Tetrahedron, 54, 1691 (1998); andof benzylic nitriles, tetrazoles and sulfonates: J. Org. Chem., 63, 8052 (1998).
• For a review of electrophilic N-F fluorinating agents, see: Chem. Rev., 96, 1737 (1996).