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903132

Sigma-Aldrich

1-(Fluorosulfonyl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate

≥95%

Synonyme(s) :

1-(Fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate, Fluorosulfuryl imidazolium triflate salt, SuFEx-IT

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1 G
128.00 CHF
5 G
420.00 CHF
25 G
1 440.00 CHF

128.00 CHF

Date d'expédition estimée le29 mai 2025

Devis pour commande en gros
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Sélectionner une taille de conditionnement

Changer de vue
1 G
128.00 CHF
5 G
420.00 CHF
25 G
1 440.00 CHF

About This Item

Formule empirique (notation de Hill) :
C6H8F4N2O5S2
Numéro CAS:
2179072-33-2
Poids moléculaire :
328.26
Numéro MDL:
MFCD31693095
Code UNSPSC :
12352101
Nomenclature NACRES :
NA.22

128.00 CHF

Date d'expédition estimée le29 mai 2025

Devis pour commande en gros

Essai

≥95%

Forme

solid

Pf

64-65 °C

Groupe fonctionnel

fluoro
triflate

Température de stockage

2-8°C

Chaîne SMILES 

F[S](=O)(=O)[n+]1c([n](cc1)C)C.FC(F)(F)[S](=O)(=O)[O-]

InChI

1S/C5H8FN2O2S.CHF3O3S/c1-5-7(2)3-4-8(5)11(6,9)10;2-1(3,4)8(5,6)7/h3-4H,1-2H3;(H,5,6,7)/q+1;/p-1

Clé InChI

YAZBWGHMIMMBFC-UHFFFAOYSA-M

Application

This solid fluorosulfuryl imidazolium triflate salt, SuFEx-IT, is a convenient alternative to sulfuryl fluoride (SO2F2), which is a harmful fumigant gas with difficult handling procedures that make SO2F2 -- and the products it is capable of making -- difficult to access. However, this reagent possesses novel reactivity, selectivity, and scope and was demonstrated by the labs of K. Barry Sharpless and Jiajia Dong to convert phenols, primary amines, and secondary amines to fluorosulfates and sulfamoyl fluorides. Fluorosulfates are used widely in biological studies, medicinal chemistry, and work as a pseudohalide in Pd-catalysed cross-coupling reactions.
Store in dry environment (desiccator advised) at 4 °C.

Automate your fluorination reactions with Synple Automated Synthesis Platform (SYNPLE-SC002)

Autres remarques

A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F-SO2+” Donor of Unprecedented Reactivity, Selectivity, and Scope

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
WXBF0345V
WXBD9062V
WXBD5729V
WXBD4694V
MKCN1707

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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

Taijie Guo et al.
Angewandte Chemie (International ed. in English), 57(10), 2605-2610 (2017-12-26)
Sulfuryl fluoride, SO2 F2 , has been found to derivatize phenols in all kinds of environments, even those in highly functional molecules. We now report that a solid fluorosulfuryl imidazolium triflate salt delivers the same "F-SO2 +" fragment to Nu-H

Contenu apparenté

Dong Group – Prof. Product Portal

Dong Lab explores main-group fluorides for organic transformations and catalyst developments, advancing organic synthesis methodologies.

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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