SMILES string
O=C(B(F)(F)F)C1=CC=C(F)C=C1.[K]
InChI
1S/C7H4BF4O.K.H/c9-6-3-1-5(2-4-6)7(13)8(10,11)12;;/h1-4H;;
InChI key
BDIWURUUSCKZDU-UHFFFAOYSA-N
form
powder
General description
Potassium 4-fluorobenzoyltrifluoroborate belongs to the potassium acyltrifluoroborate (KAT) group. It can be synthesized from 1-(methoxy(4-fluorophenyl)methyl)-1H-benzotriazole.
Application
Potassium 4-fluorobenzoyltrifluoroborate may be used in the synthesis of MIDA (N-methyliminodiacetic acid) 4-fluorobenzoylboronate. It may also be used in the synthesis of potassium O-(4-benzoyltrifluoroborate)-O′-methylpolyethylene glycols of varying molecular weights.
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.
Other Notes
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
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
Amide-Forming Ligation of Acyltrifluoroborates and Hydroxylamines in Water
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Synthesis and chemoselective ligations of MIDA acylboronates with O-Me hydroxylamines.
Noda H and Bode JW.
Chemical Science, 5(11), 4328-4332 (2014)
Hidetoshi Noda et al.
Journal of the American Chemical Society, 136(15), 5611-5614 (2014-04-02)
The identification of fast, chemoselective bond-forming reactions is one of the major contemporary challenges in chemistry. We show that chemoselective amide-forming ligations of potassium acyltrifluoroborates (KATs) and O-carbamoylhydroxylamines proceed in the presence of all unprotected functional groups with a second-order
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