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901762

Sigma-Aldrich

Tris(dimethylamino)sulfonium bifluoride

greener alternative

Synonym(s):

(Me2N)3S+[FHF], Bifluoride salt SuFEx catalyst

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About This Item

Empirical Formula (Hill Notation):
C6H19F2N3S
CAS Number:
Molecular Weight:
203.30
UNSPSC Code:
12352101

form

powder or solid

reaction suitability

reagent type: catalyst
reaction type: Fluorinations

greener alternative product characteristics

Catalysis
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Greener Alternative Product

greener alternative category

storage temp.

2-8°C

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.

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Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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

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