906190
1,2-Dibromoethane-1-sulfonyl fluoride
Sinônimo(s):
DESF, SuFEx hub, SuFEx-able plugin
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About This Item
Fórmula empírica (Notação de Hill):
C2H3Br2FO2S
Número CAS:
Peso molecular:
269.92
Número MDL:
Código UNSPSC:
12352101
NACRES:
NA.22
Produtos recomendados
Formulário
liquid
adequação da reação
reaction type: click chemistry
cadeia de caracteres SMILES
F[S](=O)(=O)C(Br)CBr
chave InChI
NIJDNCLEFCJVRL-UHFFFAOYSA-N
Aplicação
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)
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)
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2
Código de classe de armazenamento
10 - Combustible liquids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
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Certificados de análise (COA)
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Jing Leng et al.
Chemical communications (Cambridge, England), 54(35), 4477-4480 (2018-04-17)
A new fluorosulfonylation reagent 1-bromoethene-1-sulfonyl fluoride was developed (1-Br-ESF). This unique reagent possesses three addressable handles (vinyl, bromide, and sulfonyl fluoride) and has great potential to function as a tris-electrophile and as a sulfur(vi) fluoride exchange (SuFEx) clickable material to
Joice Thomas et al.
Organic letters, 20(13), 3749-3752 (2018-06-16)
A regioselective metal-free preparation of 4-fluorosulfonyl 1,2,3-triazoles from organic azides and a hitherto underexplored bromovinylsulfonyl fluoride building block is described. This reaction is very general and was extended to the synthesis of various sulfonates, sulfonamides, and sulfonic acid derivatives of
Christopher J Smedley et al.
Chemical communications (Cambridge, England), 54(47), 6020-6023 (2018-05-26)
We demonstrate 1,2-dibromoethane-1-sulfonyl fluoride (DESF) as a bench-stable and readily accessible precursor to the robust SuFEx connector, 1-bromoethene-1-sulfonyl fluoride (BESF). The in situ generation of BESF from DESF opens up several new reaction profiles, including application in the syntheses of
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