901762

Sigma-Aldrich

Tris(dimethylamino)sulfonium bifluoride

greener alternative
Synonym(s):
(Me2N)3S+[FHF], Bifluoride salt SuFEx catalyst
Empirical Formula (Hill Notation):
C6H19F2N3S
CAS Number:
Molecular Weight:
203.30

form

powder or solid

reaction suitability

reagent type: catalyst
reaction type: Fluorinations

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

greener alternative category

Aligned

storage temp.

2-8°C

Related Categories

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Bifluoride salt reported by K. Barry Sharpless and colleagues as a powerful catalyst for the sulfur(VI) fluoride exchange (SuFEx) reaction between aryl silyl ethers and aryl fluorosulfates or alkyl sulfonyl fluorides. Superior to organosuperbases DBU and BEMP, tris(dimethylamino)sulfonium bifluoride enables low catalyst loading (0.05 mol%) for preparation of polysulfates and polysulfonates with high molecular weight and narrow polydispersity. Reaction is amenable to scale up.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Hua Wang et al.
Angewandte Chemie (International ed. in English), 56(37), 11203-11208 (2017-08-10)
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis(t-butyldimethylsilyl) ethers (BB monomers) using [Ph
Related Content
The Sharpless Lab pursues useful new reactivity and general methods for selectively controlling chemical reactions.
Read More

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