903132

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

≥95%

• 別名: 1-(Fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate, Fluorosulfuryl imidazolium triflate salt, SuFEx-IT
• 実験式（ヒル表記法）: C₆H₈F₄N₂O₅S₂
• CAS番号: 2179072-33-2
• 分子量: 328.26
• MDL番号: MFCD31693095
• UNSPSCコード: 12352101
• NACRES: NA.22

特性

• アッセイ: ≥95%
• フォーム: solid
• mp: 64-65 °C
• 官能基: fluoro; triflate
• 保管温度: 2-8°C
• SMILES記法: 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
• InChI Key: YAZBWGHMIMMBFC-UHFFFAOYSA-M

詳細

アプリケーション

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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その他情報

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

安全性情報

• ピクトグラム: GHS05
• シグナルワード: Danger
• 危険有害性情報: H314
• 注意書き: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• 危険有害性の分類: Eye Dam. 1 - Skin Corr. 1B
• 保管分類コード: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable