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804495

Sigma-Aldrich

Potassium 2-Chloroisonicotinoyltrifluoroborate

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About This Item

Fórmula empírica (notación de Hill):
C6H3BClF3KNO
Número de CAS:
1622923-59-4
Peso molecular:
247.45
UNSPSC Code:
12352103
PubChem Substance ID:
329768875
NACRES:
NA.22

assay

95%

form

powder

mp

250 °C

SMILES string

O=C(B(F)(F)F)C1=CC(Cl)=NC=C1.[K]

InChI

1S/C6H3BClF3NO.K.H/c8-5-3-4(1-2-12-5)6(13)7(9,10)11;;/h1-3H;;

InChI key

AEOYDAMQMIVRLT-UHFFFAOYSA-N

Application

Potassium acyltrifluroborates (KATs) 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.

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Contenido relacionado

Bode Group – Professor Product Portal

The Bode Group aims to develop new reactions and reagents for the synthesis of complex molecules. The Bode Group has developed N-mesityl-substituted NHCs as organocatalysts for the catalytic generation of reactive species including activated carboxylates, homoenolates, and enolates. These novel catalysts and reactions have made possible a new generation of highly enantioselective annulations from simple starting materials under mild reaction conditions, usually at room temperature and without added reagents. Furthering the goal of designing new reagents to enable the assembly of complex molecules, the Bode group has developed SnAP reagents for the facile, one-pot conversion of aldehydes into N-unprotected, saturated N-heterocycles, including bicyclic and spirocyclic structures. These easy to handle reagents provide a simple and robust alternative to the challenging and restrictive cross-coupling methods for the functionalization of saturated N-heterocycles.

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