N-フルオロベンゼンスルホンイミド

化学名:N-フルオロベンゼンスルホンイミド

英語名:N-Fluorobenzenesulfonimide

CBNumberCB4156620

MFC12H10FNO4S2

MW315.34

别名

N-フルオロベンゼンスルホンイミド

N-フルオロベンゼンスルホンアミド

N-フルオロビス(フェニルスルホニル)アミン

N-フルオロベンゼンスルホンイミド物理性質

融点	114-116 °C
沸点	471.4±28.0 °C(Predicted)
比重(密度)	1.4466 (estimate)
闪点	110℃
貯蔵温度	Keep in dark place,Inert atmosphere,Room temperature
溶解性	アセトニトリル、ジクロロメタン、テトラヒドロフランに易溶、トルエンに難溶。
外見	個体
酸解離定数(Pka)	-32.45±0.70(Predicted)
色	白い
BRN	5348902
InChIKey	RLKHFSNWQCZBDC-UHFFFAOYSA-N
CAS データベース	133745-75-2(CAS DataBase Reference)

安全性情報

危険有害性情報のコード(GHS)

外観
白色～淡黄色、結晶性粉末～粉末
用途
データなし
使用上の注意
アルゴン封入
化学的特性
Off-white to light brown crystalline powder
使用
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.
主な応用
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.
一般的な説明
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.