392715

N-Fluorobenzenesulfonimide

97%

• Sinónimos: N-Fluorodi(benzenesulfonyl)amine, N-Fluorodibenzenesulfonimide, NFSI
• Fórmula lineal: (C₆H₅SO₂)₂NF
• Número de CAS: 133745-75-2
• Peso molecular: 315.34
• Beilstein/REAXYS Number: 5348902
• MDL number: MFCD00144885
• UNSPSC Code: 12352101
• PubChem Substance ID: 24864479
• NACRES: NA.22

Propiedades

• Quality Level: 100
• assay: 97%
• form: powder
• mp: 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
• InChI key: RLKHFSNWQCZBDC-UHFFFAOYSA-N

Descripción

General description

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.

Application

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.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves