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711101

Sigma-Aldrich

Potassium pyridine-3-trifluoroborate

97%

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About This Item

Empirical Formula (Hill Notation):
C5H4BF3KN
CAS Number:
561328-69-6
Molecular Weight:
185.00
MDL number:
MFCD09038545
UNSPSC Code:
12352103
PubChem Substance ID:
329763031
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

mp

228-232 °C

SMILES string

[K+].F[B-](F)(F)c1cccnc1

InChI

1S/C5H4BF3N.K/c7-6(8,9)5-2-1-3-10-4-5;/h1-4H;/q-1;+1

InChI key

MNCKCIOWIHHCSC-UHFFFAOYSA-N

Application

An organotrifluoroborate involved in:
  • Nickel-catalyzed cross-coupling reactions and C-O activation
  • Suzuki cross-coupling
  • Copper-catalyzed cross-coupling reactions
  • Stereoselective Mukaiyama aldol reactions

Organotrifluoroborates as versatile and stable boronic acid surrogates.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

Potassium Organotrifluoroborates

These bench stable Potassium Organotrifluoroborates are useful for Suzuki-Miyaura cross-coupling reactions and have also been used for a variety of other C-C bond forming reactions. Importantly, these reagents are compatible with a wide range of functional groups and are stable to many commonly used and harsh reaction conditions.

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