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706116

Sigma-Aldrich

Potassium benzofurazan-5-trifluoroborate

96%

Synonym(s):

Potassium benzo[c][1,2,5]oxadiazole-5-trifluoroborate

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About This Item

Empirical Formula (Hill Notation):
C6H3BF3KN2O
CAS Number:
1225608-24-1
Molecular Weight:
226.01
MDL number:
MFCD09800741
UNSPSC Code:
12352103
PubChem Substance ID:
329762612
NACRES:
NA.22

assay

96%

form

solid

mp

>300 °C

SMILES string

[K+].F[B-](F)(F)c1ccc2nonc2c1

InChI

1S/C6H3BF3N2O.K/c8-7(9,10)4-1-2-5-6(3-4)12-13-11-5;/h1-3H;/q-1;+1

InChI key

VVXGHNBCIPLVLI-UHFFFAOYSA-N

Application

Organotrifluoroborate invovled in copper-mediated cross-coupling and Suzuki cross-coupling

Organotrifluoroborates as versatile and stable boronic acid surrogates.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBF7709V
MKBB9184

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Synthesis of 5-aryl- and 5-heteroaryl-7-carboxyl-8-hydroxyquinaldines through Suzuki cross-coupling reaction with potassium organotrifluoroborates
F. Sliman and D. Desmaele,
Synthesis, 4, 619-630 (2010)
Sebastian A Testero et al.
Bioorganic & medicinal chemistry letters, 21(9), 2675-2678 (2011-01-25)
The copper-mediated and non-basic oxidative cross-coupling of organotrifluoroborates with phenols was applied to elaboration of the structures of thiirane-based inhibitors of matrix metalloproteinases. By revision of the synthetic sequence to allow this cross-coupling as the final step, and taking advantage

Articles

Potassium Organotrifluoroborates

Bench-stable Potassium Organotrifluoroborates enable diverse C-C bond formation reactions.

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