903132

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

≥95%

• Sinônimo(s): 1-(Fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate, Fluorosulfuryl imidazolium triflate salt, SuFEx-IT
• Fórmula empírica (Notação de Hill): C₆H₈F₄N₂O₅S₂
• Número CAS: 2179072-33-2
• Peso molecular: 328.26
• Número MDL: MFCD31693095
• Código UNSPSC: 12352101
• NACRES: NA.22

Propriedades

• Ensaio: ≥95%
• Formulário: solid
• pf: 64-65 °C
• grupo funcional: fluoro; triflate
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres 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
• chave InChI: YAZBWGHMIMMBFC-UHFFFAOYSA-M

Descrição

Aplicação

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)

Outras notas

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

Informações de segurança

• Pictogramas: GHS05
• Palavra indicadora: Danger
• Frases de perigo: H314
• Declarações de precaução: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classificações de perigo: Eye Dam. 1 - Skin Corr. 1B
• Código de classe de armazenamento: 8A - Combustible corrosive hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable