N-Fluorobenzenesulfonimide, CAS No. 133745-75-2

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133745-75-2

Catalog No. EBD52915

CAS 133745-75-2

Name N-Fluorobenzenesulfonimide

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Basic Information

Synonyms: N-Fluorodi(benzenesulfonyl)amine N-Fluorodibenzenesulfonimide NFSI N-Fluorobenzenesulfonimide N-fluorobenzenesulfonamide 3,4-bis(trifluoromethyl)benzoicacid N-Fluorobenzenesulfonmide(NFSI) N-Fluorobenzenesulphonimide n-fluorobis(phenylsulfonyl)amine n-fluorodibenzenesulfonamide

Molecular Formula: C12H10FNO4S2

Molecular Weight: 315.34

MDL Number: MFCD00144885

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

N-Fluorobenzenesulfonimide (NFSI, CAS 133745-75-2) is a crystalline, electrophilic fluorinating reagent featuring a sulfonimide structure with two benzenesulfonyl groups attached to a nitrogen-fluorine bond. It is widely used in organic synthesis for the direct introduction of fluorine atoms into organic molecules under mild conditions, serving as a stable and safe alternative to elemental fluorine or other hazardous fluorinating agents. NFSI is primarily employed as a fluorinating agent in the synthesis of pharmaceuticals, agrochemicals, and functional materials, where it enables selective mono-fluorination of enolates, carbanions, and aromatic compounds. Additionally, it acts as an oxidant in transition-metal-catalyzed reactions, such as palladium-catalyzed C-H activation and amination processes, due to its ability to generate reactive electrophilic species. The compound is typically stored under inert atmosphere and handled with care due to its moisture sensitivity and potential irritant properties. Its high reactivity and broad substrate scope make it a staple reagent in both academic research and industrial process development for constructing carbon-fluorine bonds.

Physical Properties

Melting Point: 110 °C (dec.)(lit.)

Boiling Point: 471.4 °C at 760 mmHg

Flash Point: 238.9 °C

Density: 1.476 g/cm3

Analytical Data

Appearance: Off-white to light brown crystalline