N-Fluorobenzenesulfonimide Chemical Properties

Melting point:

114-116 °C

Boiling point:

471.4±28.0 °C(Predicted)

Density 

1.4466 (estimate)

Flash point:

110℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

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

form 

solid

pka

-32.45±0.70(Predicted)

color 

white

BRN 

5348902

InChIKey

RLKHFSNWQCZBDC-UHFFFAOYSA-N

CAS DataBase Reference

133745-75-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,O

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

F 

10

Hazard Note 

Oxidising Agent

TSCA 

No

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-Fluorobenzenesulfonimide Usage And Synthesis

Chemical Properties

Off-white to light brown crystalline powder

Uses

Versatile fluorinating reagent used in the fluorination of aryls, enolates, carbanions, organolithiums, etc.

Uses

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.

Application

N-Fluorobenzenesulfonimide is a mild electrophilic fluorinating reagent, that can also be used as a strong oxidant for the promotion of reductive elimination from transition metals.

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.

N-Fluorobenzenesulfonimide(133745-75-2)Related Product Information

• Sulfanilamide
• Bis(2-ethylhexyl)amine
• Novaluron
• Benzenesulfonamide
• Trifluoromethanesulfonamide
• Triethanolamine
• Triethylamine
• N-Ethylmethylamine
• p-Toluenesulfonamide
• Dibenzylamine
• N-Iodosuccinimide
• 2,3-Difluoro-4-ethoxybenzeneboronic acid
• 4-BROMO-2,6-DIFLUOROBENZYL BROMIDE
• 2,4-Dichloro-5-fluoropyrimidine
• 3,4,5-Trifluorophenylacetic acid
• 4-Bromo-2,6-difluorobenzoic acid
• 2-Methylaminoethanol
• Mepiquat chloride