903132

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

≥95%

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

Propiedades

• Ensayo: ≥95%
• Formulario: solid
• mp: 64-65 °C
• grupo funcional: fluoro; triflate
• temp. de almacenamiento: 2-8°C
• cadena 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
• Clave InChI: YAZBWGHMIMMBFC-UHFFFAOYSA-M

Descripción

Aplicación

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.

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Otras 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

Información de seguridad

• Pictogramas: GHS05
• Palabra de señalización: Danger
• Frases de peligro: H314
• Consejos de prudencia: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Clasificaciones de peligro: Eye Dam. 1 - Skin Corr. 1B
• Código de clase de almacenamiento: 8A - Combustible corrosive hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable