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Sigma-Aldrich

Potassium p-tolyltrifluoroborate

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About This Item

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

form

solid

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)

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