655228
Potassium vinyltrifluoroborate
95%
Synonym(s):
Potassium (ethenyl)trifluoroborate
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About This Item
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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
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.
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:
Organotrifluoroborates as versatile and stable boronic acid surrogates.
- 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.
Signal Word
Warning
Hazard Statements
Precautionary 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)
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eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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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.
The Journal of Organic Chemistry, 71(26), 9681-9686 (2006)
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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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