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About This Item
Empirical Formula (Hill Notation):
C10H6BF3KNO
CAS Number:
Molecular Weight:
263.07
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Form:
powder
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
form
powder
mp
87-92 °C
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
Other Notes
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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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