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Merck

906190

1,2-Dibromoethane-1-sulfonyl fluoride

동의어(들):

DESF, SuFEx hub, SuFEx-able plugin

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C2H3Br2FO2S
CAS 번호:
Molecular Weight:
269.92
UNSPSC Code:
12352101
NACRES:
NA.22
MDL number:
Form:
liquid
기술 서비스
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도움 문의


form

liquid

reaction suitability

reaction type: click chemistry

SMILES string

F[S](=O)(=O)C(Br)CBr

InChI key

NIJDNCLEFCJVRL-UHFFFAOYSA-N

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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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

저장 등급

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문



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



국제 무역 품목 번호

SKUGTIN
906190-250MG04054839936203