392715
N-Fluorobenzenesulfonimide
97%
Sinônimo(s):
N-Fluorodi(benzenesulfonyl)amine, N-Fluorodibenzenesulfonimide, NFSI
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About This Item
Fórmula linear:
(C6H5SO2)2NF
Número CAS:
Peso molecular:
315.34
Beilstein:
5348902
Número MDL:
Código UNSPSC:
12352101
ID de substância PubChem:
NACRES:
NA.22
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Ensaio
97%
Formulário
powder
pf
110 °C (dec.) (lit.)
cadeia de caracteres SMILES
FN(S(=O)(=O)c1ccccc1)S(=O)(=O)c2ccccc2
InChI
1S/C12H10FNO4S2/c13-14(19(15,16)11-7-3-1-4-8-11)20(17,18)12-9-5-2-6-10-12/h1-10H
chave InChI
RLKHFSNWQCZBDC-UHFFFAOYSA-N
Categorias relacionadas
Descrição geral
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.
NFSi can be synthesized by the reaction of benzenesulfonimide with fluorine.
Aplicação
Reagent employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams. Also used in the electrophilic difluorination of dihalopyridines with butyl lithium and in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine.
Stable, easy-to-handle, crystalline material which readily transfers F+ to enolates and carbanions.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Toshiaki Suzuki et al.
The Journal of organic chemistry, 72(1), 246-250 (2006-12-30)
An efficient catalytic enantioselective fluorination of tert-butoxycarbonyl lactones and lactams is reported. Reactions of the lactone substrates proceeded smoothly in an alcoholic solvent with a catalytic amount of chiral Pd(II) complex. In the case of the less acidic lactam substrates
N-Fluorobenzenesulfonimide
Poss AJ
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 23(18), 2719-2720 (2001)
Tetrahedron Letters, 47, 8457-8457 (2006)
Anthony A Fodor et al.
The Journal of general physiology, 127(6), 755-766 (2006-06-01)
The study of ion channel function is constrained by the availability of structures for only a small number of channels. A commonly used bioinformatics technique is to assert, based on sequence similarity, that a domain within a channel of interest
Aldrichimica Acta, 28, 36-36 (1995)
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