Catalog Number
ACM563633-1
Product Name
Silver acetate
Description
Silver acetate is an inorganic compound with the empirical formula CH3CO2Ag (or AgC2H3O2). It is a photosensitive, white, crystalline solid. It is a useful reagent in the laboratory as a source of silver ions lacking an oxidizing anion. It has been used in some antismoking drugs.
Synonyms
Acetic acid silver(I) salt
Molecular Formula
C2H3AgO2
Canonical SMILES
CC(=O)[O-].[Ag+]
InChI
InChI=1S/C2H4O2.Ag/c1-2(3)4;/h1H3,(H,3,4);/q;+1/p-1
InChI Key
CQLFBEKRDQMJLZ-UHFFFAOYSA-M
Solubility
Soluble in 100 parts cold water
Appearance
White to gray solid
Application
3 - 1 - Carbonylation Silver acetate, when combined with carbon monoxide (CO), can induce the carbonylation of primary and secondary amines. Other silver salts can be used but the acetate gives the best yield. 2 R2NH + 2 AgOAc + CO → [R2N]2CO + 2 HOAc + 2 Ag 3 - 2 - Hydrogenation Silver acetate in a solution of pyridine absorbs hydrogen and is reduced to metallic silver. 3 - 3 - Direct ortho - arylation Silver acetate is a useful reagent for direct ortho-arylation (to install two adjacent substituents on an aromatic ring) for of benzylamines and N-methylbenzylamines. The reaction is palladiumcatalized and requires a slight excess of silver acetate.This reaction is shorter than previous ortho-arylation methods.
Storage
Store below +30 °C
Covalently-Bonded Unit Count
2
Defined Atom Stereocenter Count
0
Hydrogen Bond Acceptor Count
2
Hydrogen Bond Donor Count
0
Monoisotopic Mass
165.9184
Stability
Stability Stable, but light sensitive. Incompatible with strong reducing agents.
Storage Conditions
Do not store in direct sunlight. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Topological Polar Surface Area
40.1 Ų
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