Thermo Scientific Chemicals

N-Fluorobenzenesulfonimide, 97%, Thermo Scientific Chemicals

Catalog number: L13955.03
1 g, Each
Thermo Scientific Chemicals

N-Fluorobenzenesulfonimide, 97%, Thermo Scientific Chemicals

Catalog number: L13955.03
1 g, Each
Quantity
Catalog number: L13955.03
also known as L13955-03
Price (USD)
Quantity
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Chemical Identifiers

CAS
133745-75-2
IUPAC Name
N-(benzenesulfonyl)-N-fluorobenzenesulfonamide
Molecular Formula
C12H10FNO4S2
InChI Key
RLKHFSNWQCZBDC-UHFFFAOYSA-N
SMILES
FN(S(=O)(=O)C1=CC=CC=C1)S(=O)(=O)C1=CC=CC=C1
Appearance (Color)
White to cream to gray
Assay (HPLC)
≥96.0%
Melting Point (clear melt)
111.0-122.0?C (UK Sourced Material)
Form
Crystals or powder or crystalline powder or fused solid
Comment
Material Sourced in UK and US

Description

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.
RUO – Research Use Only

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