906190

1,2-Dibromoethane-1-sulfonyl fluoride

• Synonyme(s) : DESF, SuFEx hub, SuFEx-able plugin
• Formule empirique (notation de Hill) : C₂H₃Br₂FO₂S
• CAS Number: 103020-97-9
• Poids moléculaire : 269.92
• Numéro MDL: MFCD31615713
• Code UNSPSC : 12352101
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Capacité de réaction: reaction type: click chemistry
• Chaîne SMILES: F[S](=O)(=O)C(Br)CBr
• Clé InChI: NIJDNCLEFCJVRL-UHFFFAOYSA-N

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)

Autres remarques

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319
• Conseils de prudence: P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2
• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable