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Merck

655228

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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
95%
Form:
solid
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Product Name

Potassium vinyltrifluoroborate, 95%

InChI

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

SMILES string

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

InChI key

ZCUMGICZWDOJEM-UHFFFAOYSA-N

assay

95%

form

solid

Quality Level

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.

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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)
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)
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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