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571555

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

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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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