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208361

Sigma-Aldrich

Silver tetrafluoroborate

98%

Synonym(s):

Silver borofluoride

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About This Item

Linear Formula:
AgBF4
CAS Number:
14104-20-2
Molecular Weight:
194.67
EC Number:
237-956-5
MDL number:
MFCD00003408
UNSPSC Code:
12161600
PubChem Substance ID:
24852510
NACRES:
NA.22

Assay

98%

reaction suitability

core: silver
reagent type: catalyst

mp

70-73 °C (lit.)

SMILES string

[Ag+].F[B-](F)(F)F

InChI

1S/Ag.BF4/c;2-1(3,4)5/q+1;-1

InChI key

CCAVYRRHZLAMDJ-UHFFFAOYSA-N

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General description

Silver tetrafluoroborate (AgBF4) is used as a Lewis acid in organic synthesis. It is known to have a high affinity towards organic halides. It is employed in organic reactions like activation of acyl chlorides, nucleophilic substitution, rearrangement, cycloaddition, cyclization, ring expansion and oxidation.

Application

Gold Catalysts — 21st Century ′Gold Rush′
Displaces chloride from precious metal complexes used in the oxidation of alcohols by persulfate.
Provides a silver-ion template for improved macrolatamization of a linear dipeptide.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0711
MKCP8542
MKCP7757
MKCP6912

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Youhong Hu et al.
The Journal of organic chemistry, 67(7), 2365-2368 (2002-04-02)
We report here a general synthetic methodology for palladium-catalyzed carbonylative annulation of o-alkynylphenol to construct 2-substituted-3-aroyl-benzo[b]furan. On the basis of the results, this methodology could be applied to a wider selection of iodide substrates to generate desired products. In accordance
Ly, T. W.; Liao, J.-H.; Shia, K.-S.; Lui, H.-J.
Synthesis, 217-217 (2004)
Kende, A. S.; Huang, H.
Tetrahedron Letters, 38, 3353-3353 (1997)
J. Mol. Catal., 79, 85-85 (1993)
Synlett, 1901-1901 (2007)
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Fluorinating Reagents

The importance of selectively fluorinating compounds in medicinal chemistry, biology, and organic synthesis is well appreciated and provides a major impetus to the discovery of new and mild fluorinating agents that can operate safely and efficiently.

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