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  8. N-Fluorobenzenesulfonimide, 97%

N-Fluorobenzenesulfonimide, 97%

Catalog No. p-7046323
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Catalog No. Quantity
AAL1395503 1 g
AAL1395506 5 g
AAL1395514 25 g
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Catalog No. AAL1395503

Supplier: Thermo Scientific Chemicals L1395503

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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.

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

Specifications

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

RUO – Research Use Only