392715

N-Fluorbenzolsulfonimid

97%

• Synonym(e): N-Fluordi-(benzolsulfonyl)-amin, N-Fluordibenzolsulfonimid, NFSI
• Lineare Formel: (C₆H₅SO₂)₂NF
• CAS-Nummer: 133745-75-2
• Molekulargewicht: 315.34
• Beilstein: 5348902
• MDL-Nummer: MFCD00144885
• UNSPSC-Code: 12352101
• PubChem Substanz-ID: 24864479
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: powder
• mp (Schmelzpunkt): 110 °C (dec.) (lit.)
• SMILES String: FN(S(=O)(=O)c1ccccc1)S(=O)(=O)c2ccccc2
• InChI: 1S/C12H10FNO4S2/c13-14(19(15,16)11-7-3-1-4-8-11)20(17,18)12-9-5-2-6-10-12/h1-10H
• InChIKey: RLKHFSNWQCZBDC-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

N-Fluorobenzenesulfonimide (NFSi) is a commonly used electrophilic fluorinating agent in organic synthesis to introduce fluorine into neutral organic molecules. It is also used to fluorinate nucleophilic substrates such as reactive organometallic species and malonate anions.
NFSi can be synthesized by the reaction of benzenesulfonimide with fluorine.

Anwendung

Reagent employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams. Also used in the electrophilic difluorination of dihalopyridines with butyl lithium and in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine.

Stable, easy-to-handle, crystalline material which readily transfers F⁺ to enolates and carbanions.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves