Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

706116

Sigma-Aldrich

Potassium benzofurazan-5-trifluoroborate

96%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

706116-VAR:
706116-5G:
706116-1G:
706116-BULK:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBF7709V
MKBB9184

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service