N-Fluorobenzenesulfonimide, 97%

Description

CAS: 133745-75-2 | C12H10FNO4S2 | 315.333 g/mol

N-Fluorobenzenesulfonimide fluorinates aromatics, enolates, azaenolates and carbanions in high yield. It is used for diastereoselective fluorination of Li enolates of chiral carboximides, for directed fluorination of ortho-lithiated aromatics and for a review of electrophilic N-F fluorinating agents. Asymmteric fluorinations is effected in the presence of a Pd-BINAP catalyst system at room temperature in an ionic liquid. It is a reagent employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams. It is also used in the electrophilic difluorination of dihalopyridines with butyl lithium and in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
N-Fluorobenzenesulfonimide fluorinates aromatics, enolates, azaenolates and carbanions in high yield. It is used for diastereoselective fluorination of Li enolates of chiral carboximides, for directed fluorination of ortho-lithiated aromatics and for a review of electrophilic N-F fluorinating agents. Asymmteric fluorinations is effected in the presence of a Pd-BINAP catalyst system at room temperature in an ionic liquid. It is a reagent employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams. It is also used in the electrophilic difluorination of dihalopyridines with butyl lithium and in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine.

Solubility
Very soluble in acetonitrile, dichloromethane or THF and less soluble in toluene.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 133745-75-2
• Molecular Formula: C12H10FNO4S2
• Molecular Weight (g/mol): 315.333
• MDL Number: MFCD00144885
• InChI Key: RLKHFSNWQCZBDC-UHFFFAOYSA-N
• Synonym: n-fluorobenzenesulfonimide, nfsi, n-fluoro-n-phenylsulfonyl benzenesulfonamide, n-fluorodibenzenesulfonimide, n-fluorobenzensulfonimide, n-fluorobenzenesulphonimide, accufluor nfsi, n-fluorodi benzenesulfonyl amine, bis phenylsulfonyl fluoroamine, n-fluorobis phenylsulfonyl amine
• PubChem CID: 588007
• IUPAC Name: N-(benzenesulfonyl)-N-fluorobenzenesulfonamide
• SMILES: C1=CC=C(C=C1)S(=O)(=O)N(F)S(=O)(=O)C2=CC=CC=C2

• Melting Point: 114°C to 118°C
• Quantity: 1 g
• Beilstein: 5348902
• Solubility Information: Very soluble in acetonitrile,dichloromethane or THF and less soluble in toluene.
• Formula Weight: 315.34
• Percent Purity: 97%
• Chemical Name or Material: N-Fluorobenzenesulfonimide

Safety and Handling

Hazard Category	H315-H319-H335
Hazard Statement	GHS H Statement H315-H319-H335 Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber	000-000-0
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only