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N-Fluorobenzenesulfonimide

  • Name N-Fluorobenzenesulfonimide
  • CAS 133745-75-2
  • Purity 99%
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What is the N-Fluorobenzenesulfonimide ?

N-Fluorobenzenesulfonimide is Off-white to light brown crystalline, while it's Molecular Formula is C12H10FNO4S2. 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.

What is the CAS number for N-Fluorobenzenesulfonimide ?

The CAS number of N-Fluorobenzenesulfonimide is 133745-75-2.

More information of N-Fluorobenzenesulfonimide 133745-75-2 are:

Synonyms

N-(benzenesulfonyl)-N-fluoro-benzenesulfonamide;N-Fluorobenzenesulfoniminde;N-Fluoro Dibenzenesulfonic amide;N-Fluorodibenzenesulfonimide (NFSI);N-Fluorodi(benzenesulfonyl)amine;

CAS?Number

133745-75-2

Molecular Formula

C12H10FNO4S2

Molecular Weight

315.346

Density

1.476 g/cm3

Melting Point

114-116 °C

Boiling Point

471.4 °C at 760 mmHg

Flash Point

238.9 °C

HS CODE

29242990

PSA

88.28000

LogP

4.11230

Pka

-32.45±0.70(Predicted)

What is N-Fluorobenzenesulfonimide (133745-75-2) used for?

N-Fluorobenzenesulfonimide (NFSi) is a versatile and commonly used electrophilic fluorinating agent in organic synthesis. It is an off-white to light brown crystalline powder that is effective in introducing fluorine into neutral organic molecules and fluorinating nucleophilic substrates, such as reactive organometallic species and malonate anions. NFSi can be synthesized by the reaction of benzenesulfonimide with fluorine.

InChI:InChI=1/C9H4F6O2/c10-8(11,12)5-2-1-4(7(16)17)3-6(5)9(13,14)15/h1-3H,(H,16,17)

Articles related to N-Fluorobenzenesulfonimide:

Article

Source

Comparative studies on the enantioselective fluorination of oxindoles with structurally modified N-fluorobenzenesulfonimides

Zhang, Yan,Yang, Xian-Jin,Xie, Tian,Chen, Guan-Long,Zhu, Wen-Hua,Zhang, Xiao-Qi,Yang, Xue-Yan,Wu, Xin-Yan,He, Xiao-Peng,He, Hao-Ming

, p. 4933 - 4937 (2013/07/25)

Method for preparing N-fluorosulfonimides

-

, (2008/06/13)

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