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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

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Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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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Potassium Ethenyl Trifluoroborate
Molander GA and Cooper DJ
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
The suzuki-heck polymerization as a tool for the straightforward obtainment of poly (fluorenylene-vinylene) sensitizers for dye-sensitized solar cells.
Grisorio R, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 49(4), 842-847 (2011)
Suzuki- Miyaura cross-coupling reactions of potassium vinyltrifluoroborate with aryl and heteroaryl electrophiles.
Molander GA and Brown AR
The Journal of Organic Chemistry, 71(26), 9681-9686 (2006)
New poly (phenylenevinylene)-methyl methacrylate-based photonic crystals.
Achelle S, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 48(12), 2659-2665 (2010)
Xuejuan Ma et al.
Journal of hazardous materials, 355, 65-73 (2018-05-19)
The degradation of organophosphorous nerve agents is of primary concern due to the severe toxicity of these agents. Based on the active center of organophosphorus hydrolase (OPH), a bimetallic nuclear ligand, (5-vinyl-1,3-phenylene)bis(di(1H-imidazol-2-yl) methanol) (VPIM), was designed and synthesized, which contains

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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