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719439 Aldrich

XtalFluor-E®

Synonym: (Diethylamino)difluorosulfonium tetrafluoroborate, N,N-Diethyl-S,S-difluorosulfiliminium tetrafluoroborate, N,N-Diethylamino-S,S-difluorosulfinium tetrafluoroborate, N-(Difluoro-λ4-sulfanylidene)-N-ethyl-ethanaminium tetrafluoroborate, DAST difluorosulfinium salt

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Properties

Related Categories Chemical Synthesis, Fluorination, Fluorination Reagents, Synthetic Reagents
InChI Key   YLNKFQWRRIXZPJ-UHFFFAOYSA-N
mp   84-87 °C
storage temp.   −20°C

Description

Packaging

1 kg in poly bottle

5, 25, 250 g in poly bottle

Application

Convenient crystalline highly chemoselective deoxofluorination reagent with a broad substrate scope

Deoxofluorination reagent with a better safety profile, that doesn′t generate corrosive HF which makes it suitable for use in standard borosilicate vessels, and does not react violently with water

Reactant for:
• Preparation of fluorodisaccharides

Triisopropylsilanethiol was recently reported by MacMillian and coworkers to be used as an organocatalyst, in tandem with Ir(III) specifically Aldrich product 688096, in photoredox catalysis. This approach directly couples a cyano-containing arene with an allylic sp3 C-H bond.

Legal Information

XtalFluor-E is a registered trademark of OmegaChem, Inc.

Other Notes

The direct arylation of allylic sp3 C–H bonds via organic and photoredox catalysis

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN 2923 6.1(8) / PGIII
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

XtalFluor-E® and XtalFluor-M®: Convenient, Crystalline Deoxofluorination Reagents

Figure 1. Structures of the new deoxofluorination reagents, XtalFluor-E (719439) and XtalFluor-M (719447).
Troy Ryba
Aldrich ChemFiles 2010, 10.3, 18.
Keywords: Aldrichimica Acta, Calorimetry, Fluorinations, transformation

Related Content

XtalFluors: Convenient crystalline deoxofluorination reagents

XtalFluors are crystalline dialkylaminodifluorosulfinium tetrafluoroborate salts useful in the deoxofluorination of hydroxyl and carbonyl moieties when used in conjunction with a promoter such as DBU...

Peer-Reviewed Papers
15

References

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