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Potassium (2-phenylacetyl)trifluoroborate

ALDRICH/804673

CAS Number: 1229039-50-2
Empirical Formula (Hill Notation): C8H7BF3KO
Molecular Weight: 226.05
MDL Number: MFCD22417243
Linear Formula: C8H7BF3KO
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-804673-500MG 500 mg
$214.00
1/EA
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form powder
InChI 1S/C8H7BF3O.K/c10-9(11,12)8(13)6-7-4-2-1-3-5-7;/h1-5H,6H2;/q-1;+1
InChI key SEOSMCJOPUBHBF-UHFFFAOYSA-N
mp 178-183 °C (d)
Quality Level 100 
SMILES string [K+].F[B-](F)(F)C(=O)Cc1ccccc1
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.
General description: Potassium (2-phenylacetyl)trifluoroborate (potassium benzyltrifluoroborate, phenylacetyl trifluoroborate) belongs to the class of compounds known as potassium acyltrifluroborates (KATs). This trifluoroborate salt is stable and does not readily undergo trimerization. It undergoes palladium-catalyzed cross-coupling reaction with p-nitro triflate to form the corresponding biaryl. Phenylacetyl trifluoroborate acts as an acyl donor during the amidation of O-benzoyl hydroxylamine to form the corresponding amide.
Other Notes: Rapid Ligations with Equimolar Reactants in Water with the Potassium Acyltrifluoroborate (KAT) Amide Formation 
Amide-Forming Ligation of Acyltrifluoroborates and Hydroxylamines in Water 
Synthesis of Chemically and Configurationally Stable Monofluoro Acylboronates: Effect of Ligand Structure on their Formation, Properties, and Reactivities 
Packaging: 500 mg in glass bottle
mp 178-183 °C (d)
UNSPSC 12352103

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