804681

Potassium 5-hydroxypentanoyltrifluoroborate

• Empirical Formula (Hill Notation): C₅H₉BF₃KO₂
• CAS Number: 1370291-68-1
• Molecular Weight: 208.03
• MDL number: MFCD22417242
• UNSPSC Code: 12352103
• PubChem Substance ID: 329768890
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 100
• mp: 123.6 °C
• SMILES string: [K+].OCCCCC(=O)[B-](F)(F)F
• InChI: 1S/C5H9BF3O2.K/c7-6(8,9)5(11)3-1-2-4-10;/h10H,1-4H2;/q-1;+1
• InChI key: OLLDPQQFLCSTQN-UHFFFAOYSA-N

Description

General description

Potassium 5-hydroxypentanoyltrifluoroborate belongs to the class of compounds known as potassium acyltrifluroborates (KATs). It acts as an acyl donor during the amidation of O-benzoyl hydroxylamine to form the corresponding amide product.

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

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable