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804991 Sigma-Aldrich

Potassium 3-quinolinoyltrifluoroborate

  • CAS Number 1622923-60-7

  • Empirical Formula (Hill Notation) C10H6BF3KNO

  • Molecular Weight 263.07

  •  PubChem Substance ID 329768915

  •  NACRES NA.22

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Properties

Related Categories Acyl Trifluoroborate Salts, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents, Trifluoroborate Salts More...
Quality Level   100
form   powder
mp   87-92 °C
SMILES string   O=C([B-](F)(F)F)C1=CC(C=CC=C2)=C2N=C1.[K+]
InChI   1S/C10H6BF3NO.K/c12-11(13,14)10(16)8-5-7-3-1-2-4-9(7)15-6-8;/h1-6H;/q-1;+1
InChI key   GFHZIIJGNIFLTM-UHFFFAOYSA-N

Description

General description

Potassium 3-quinolinoyltrifluoroborate is a potassium acyltrifluoroborate (KAT). They readily undergo chemoselective amide-bond formation reactions.

Application

Potassium acyltrifluroborates(KAT′s) are bench, air, and moisture stable reagents for rapid,chemoselective amide bond formations with hydroxylamines. These amide bond forming reactions proceed under aqueous conditions, without the need for coupling reagents or protecting groups. This product was introduced in collaboration with the Bode Research Group

Packaging

1 g in glass bottle

Other Notes

Amide-Forming Ligation of Acyltrifluoroborates and Hydroxylamines in Water

Rapid Ligations with Equimolar Reactants in Water with the Potassium Acyltrifluoroborate (KAT) Amide Formation

Synthesis of Chemically and Configurationally Stable Monofluoro Acylboronates: Effect of Ligand Structure on their Formation, Properties, and Reactivities

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Jeffrey Bode Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jeffrey Bode Group – Professor Product Portal
Keywords: Annulations, Asymmetric synthesis, Catalysis, Cross couplings, transformation

Peer-Reviewed Papers
15

References

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