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571555

Potassium p-tolyltrifluoroborate

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About This Item

Linear Formula:
CH3C6H4BF3K
CAS Number:
216434-82-1
Molecular Weight:
198.03
NACRES:
NA.22
PubChem Substance ID:
24874748
UNSPSC Code:
12352103
MDL number:
MFCD01318171
Form:
solid
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form

solid

Quality Level

100

SMILES string

[K+].Cc1ccc(cc1)[B-](F)(F)F

InChI

1S/C7H7BF3.K/c1-6-2-4-7(5-3-6)8(9,10)11;/h2-5H,1H3;/q-1;+1

InChI key

KRWDYXJWQBTBAH-UHFFFAOYSA-N

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
04621BJ
21618CA

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Carbonylative 1, 4-addition of potassium aryltrifluoroborates to vinyl ketones
Sauthier M, et al.
New. J. Chem., 33(5), 969-971 (2009)
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)
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)
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Global Trade Item Number

SKUGTIN
571555-1G04061826697184