571555
Potassium p-tolyltrifluoroborate
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About This Item
Linear Formula:
CH3C6H4BF3K
CAS Number:
Molecular Weight:
198.03
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Form:
solid
InChI
1S/C7H7BF3.K/c1-6-2-4-7(5-3-6)8(9,10)11;/h2-5H,1H3;/q-1;+1
SMILES string
[K+].Cc1ccc(cc1)[B-](F)(F)F
InChI key
KRWDYXJWQBTBAH-UHFFFAOYSA-N
form
solid
Quality Level
Application
Potassium p-tolyltrifluoroborate can be used:
- As a precursor/starting material for the synthesis of biaryl compounds by reacting with various aryl halides using Pd/C catalyst.
- As a reagent in the carbonylative arylation of vinyl ketones via 1,4-addition.
- As a substrate in the synthesis of primary arylamines by reacting with hydroxylamine-O-sulfonic acid under metal-free conditions.
signalword
Warning
hcodes
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
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Palladium on carbon-catalyzed cross-coupling of aryl halides with potassium p-tolyltrifluoroborate in air
LeBlond CR, et al.
Synthetic Communications, 39(4), 636-640 (2009)
Sonication and Microwave-Assisted Primary Amination of Potassium Aryltrifluoroborates and Phenylboronic Acids under Metal-Free Conditions
Kuik D, et al.
Synthesis, 49(11), 2555-2561 (2017)
Oxygen-promoted Pd/C-catalyzed Suzuki-Miyaura reaction of potassium aryltrifluoroborates
Liu C, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 27(5), 631-634 (2016)
Carbonylative 1, 4-addition of potassium aryltrifluoroborates to vinyl ketones
Sauthier M, et al.
New. J. Chem., 33(5), 969-971 (2009)
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