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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:
12352300
PubChem Substance ID:
24852510
NACRES:
NA.22

Quality Level

200

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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