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392715

Sigma-Aldrich

N-Fluorobenzenesulfonimide

97%

Synonyme(s) :

N-Fluorodi(benzenesulfonyl)amine, N-Fluorodibenzenesulfonimide, NFSI

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5 G
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About This Item

Formule linéaire :
(C6H5SO2)2NF
Numéro CAS:
133745-75-2
Poids moléculaire :
315.34
Beilstein:
5348902
Numéro MDL:
MFCD00144885
Code UNSPSC :
12352101
ID de substance PubChem :
24864479
Nomenclature NACRES :
NA.22

131,00 $

En stockDétails

Devis pour commande en gros

Niveau de qualité

100

Essai

97%

Forme

powder

Pf

110 °C (dec.) (lit.)

Chaîne 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

Clé InChI

RLKHFSNWQCZBDC-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.[1][2]
NFSi can be synthesized by the reaction of benzenesulfonimide with fluorine.[1]

Application

Reagent employed in a palladium-catalyzed enantioselective fluorination of t-butoxycarbonyl lactones and lactams.[3] Also used in the electrophilic difluorination of dihalopyridines with butyl lithium[4] and in the direct conversion of alcohols to dibenzenesulfonamides with triphenylphosphine.[5]
Stable, easy-to-handle, crystalline material which readily transfers F+ to enolates and carbanions.[6]

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
MKCT6701
MKCP6556
MKBT6296V
MKBD7674V
MKBJ4142V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
Bizet V
Synlett, 23(18), 2719-2720 (2012)
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
Tetrahedron Letters, 47, 8457-8457 (2006)
N-Fluorobenzenesulfonimide
Poss AJ
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 23(18), 2719-2720 (2001)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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