CAS 13682-77-4|potassium ion ethenyltrifluoroboranuide|Potassium ethenyltrifluoroborate|potassium ethenyltrifluoroboranuide|Potassium vinyltrifluoroborate|Potassium (ethenyl)trifluoroborate|potassiu...

General Information

Structure

Molecular Formula

C₂H₃BF₃K

Molecular Mass

133.9497296

Exact Mass

133.99169684

Charge

InChI

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

InChIKey

ZCUMGICZWDOJEM-UHFFFAOYSA-N

Canonic Smiles

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

Isomeric Smiles

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

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

1.0586

LogD (pH = 7.4)

1.0586

Log P

1.0586

Molar Refractivity

13.9862

Polarizability

5.988023

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

potassium ion ethenyltrifluoroboranuide potassium ethenyltrifluoroboranuide

Synonyms

Potassium ethenyltrifluoroboratePotassium vinyltrifluoroboratePotassium (ethenyl)trifluoroborate乙烯三氟硼酸钾Potassium vinyltrifluoroborateVinyltrifluoroboric acid potassium saltpotassium ethenyltrifluoroboranuidePotassium trifluoro(vinyl)borate

IUPAC name

potassium ethenyltrifluoroboranuide

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

EC Number

Beilstein Number

Registration numbers

Properties

Physical Property

Melting Point

230(dec.)°C

223 - 225°C

230°C dec.

Hydrophobicity(logP)

0.0050

Product Information

95%

97%

CH2=CHBF3K

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

655228

Packaging
1, 5, 25, 100 g in poly bottle
Application
Organotrifluoroborate involved in:
• Suzuki Miyaura cross-coupling reactions1,2 and polymerization reactions3
• Synthesis of photonic crystals4
• Synthesis of sensitizers for dye-sensitized solar cells5
• Mannich / diastereoselective hydroamination reaction sequence6Organotrifluoroborates as versatile and stable boronic acid surrogates.
Protocols & Applications
Suzuki Cross-Coupling using Organotrifluoroborates as Potent Boronic Acid Surrogates

Molecule Details

References

PubChem Literature

From Data Sources

• Stable vinylating agent. Darses et al, reported the cross-coupling reaction with arenediazonium tetrafluoroborates to give styrenes in high yield, catalyzed by Pd(OAc)₂ (ligand-free) or the palladacycle trans-Di-?-acetatobis[2-(di-o-tolylphosphino)benzyl]dipalladium(II), L16948: Tetrahedron Lett., 39, 5045 (1998); Eur. J. Org. Chem., 1875 (1999). Molander has since described the direct cross-coupling of the reagent with aryl halides and triflates, catalyzed by [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) chloride, 41225: Org. Lett., 4, 107 (2002):