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655228

Sigma-Aldrich

Potassium vinyltrifluoroborate

95%

Sinónimos:

Potassium (ethenyl)trifluoroborate

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About This Item

Fórmula lineal:
CH2=CHBF3K
Número de CAS:
13682-77-4
Peso molecular:
133.95
MDL number:
MFCD02093335
UNSPSC Code:
12352103
PubChem Substance ID:
24884089
NACRES:
NA.22

Quality Level

100

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

Categorías relacionadas

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
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sigma-Aldrich

750271

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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)
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)
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)
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
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Artículos

Potassium Trifluoroborate Salts

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

Potassium Organotrifluoroborates

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

Contenido relacionado

Molander Group – Professor Product Portal

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.

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