906190

1,2-Dibromoethane-1-sulfonyl fluoride

• Sinónimos: DESF, SuFEx hub, SuFEx-able plugin
• Fórmula empírica (notación de Hill): C₂H₃Br₂FO₂S
• Número de CAS: 103020-97-9
• Peso molecular: 269.92
• MDL number: MFCD31615713
• UNSPSC Code: 12352101
• NACRES: NA.22

Propiedades

• form: liquid
• reaction suitability: reaction type: click chemistry

Descripción

Application

1,2-Dibromoethane-1-sulfonyl fluoride (DESF) is a bench-stable precursor to 1-bromoethene-1-sulfonyl fluoride (BESF), a new and robust connective hub for the Sulfur (VI) fluoride exchange (SuFEx) click reaction. BESF offers similar routes as ethenesulfonyl fluoride (ESF, cat# 746959) but with additional reactivity due to the embedded bromo group.

Treatment of DESF with triethylamine generates BESF in situ, which has been used to synthesize diverse and unprecented sulfonyl fluorides in good-to-excellent yields. As the resulting molecules possess sulfonyl fluoride handles, further SuFEx reactions are also possible. DESF adds another useful tool for conjugation strategies in chemical biology and organic and polymer synthesis.

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Other Notes

1-Bromoethene-1-sulfonyl fluoride (BESF) is another good connective hub for SuFEx click chemistry

Regioselective Synthesis of Fluorosulfonyl 1,2,3-Triazoles from Bromovinylsulfonyl Fluoride

Technology Spotlight: SuFEx: Sulfonyl Fluorides that Participate in the Next Click Reaction

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable