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655228

Sigma-Aldrich

Potassium vinyltrifluoroborate

95%

Synonym(s):

Potassium (ethenyl)trifluoroborate

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About This Item

Linear Formula:
CH2=CHBF3K
CAS Number:
Molecular Weight:
133.95
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

SMILES string

[K+].F[B-](F)(F)C=C

InChI

1S/C2H3BF3.K/c1-2-3(4,5)6;/h2H,1H2;/q-1;+1

InChI key

ZCUMGICZWDOJEM-UHFFFAOYSA-N

Related Categories

General description

Potassium vinyltrifluoroborate is a versatile organometallic reagent used as a vinylating agent in the presence of palladium catalysts.

Potassium vinyltrifluoroborate is an air- and water-stable potassium organotrifluoroborate that can be utilized in coupling reactions under relatively mild conditions.

Application

Organotrifluoroborate involved in:
  • Suzuki Miyaura cross-coupling reactions and polymerization reactions
  • Synthesis of photonic crystals
  • Synthesis of sensitizers for dye-sensitized solar cells
  • Mannich / diastereoselective hydroamination reaction sequence

Organotrifluoroborates as versatile and stable boronic acid surrogates.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

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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Articles

Potassium trifluoroborates are moisture- and air-stable organoboron reagents suitable for oxidative conditions.

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

Related Content

The central theme of the Molander group's research is the development of new synthetic methods and their application to the synthesis of organic molecules.

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

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