804991
Potassium 3-quinolinoyltrifluoroborate
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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
mp
87-92 °C
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
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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