906190

1,2-Dibromoethane-1-sulfonyl fluoride

• Synonym(s): DESF, SuFEx hub, SuFEx-able plugin
• Empirical Formula (Hill Notation): C₂H₃Br₂FO₂S
• CAS Number: 103020-97-9
• Molecular Weight: 269.92
• MDL number: MFCD31615713
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

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

Description

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.

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

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable